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Results: 333 Rentals

  • Breezy home with easy beach access, ocean views and large yard!
    From $649 per night (USD)

    VRBO

    Breezy home with easy beach access, ocean views and large yard!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Across the street from Glendon Beach on Nantucket Sound, this spacious home with views of the ocean will help you create ...

    From $649 per night (USD)

    VRBO

    Details
  • The Fruit Stand House
    From $465 per night (USD)

    VRBO

    The Fruit Stand House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    (the fruit stand house is on sea st dennisport. this three bedroom house is walking distance to dennisport center the be ...

    From $465 per night (USD)

    VRBO

    Details
  • Charming Coastal Retreat in Dennis Port
    From $536 per night (USD)

    VRBO

    Charming Coastal Retreat in Dennis Port

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Charming Coastal Retreat in Dennis Port Welcome to your perfect Cape Cod getaway! Nestled in the heart of Dennis Port, ...

    From $536 per night (USD)

    VRBO

    Details
  • Relax at Hilltop Hideaway, Near the Shore
    From $367 per night (USD)

    Expedia

    Relax at Hilltop Hideaway, Near the Shore

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    2 Bedrooms - 1 Bath - Sleeps 4 During peak summer weeks, our properties typically require a 7-night stay, either Friday- ...

    From $367 per night (USD)

    Expedia

    Details
  • ONE Minute walk to BEACH! High end home special! TOP RATED GUEST FAVORITE
    From $310 per night (USD)

    VRBO

    ONE Minute walk to BEACH! High end home special! TOP RATED GUEST FAVORITE

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Your Dream Getaway in Dennis Port, Cape Cod! 1 minute walk from the beach! Escape to this newly remodeled Ca ...

    From $310 per night (USD)

    VRBO

    Details
  • 3 bedroom free standing condo located in sought after Heritage Sands!
    Click For Pricing

    Expedia

    3 bedroom free standing condo located in sought after Heritage Sands!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Perfectly appointed three bedroom condo located in highly sought after community of Heritage Sands. Comfortably sleeping ...

    Click For Pricing

    Expedia

    Details
  • Private Cottage Tucked Close to Beaches and Town (2412)
    Click For Pricing

    VRBO

    Private Cottage Tucked Close to Beaches and Town (2412)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Welcome to your perfect getaway, nestled among the trees at the end of a tranquil dead-end road! This beautifully decora ...

    Click For Pricing

    VRBO

    Details
  • Quintessential Cape Cod condo, .4 miles to the beach
    From $435 per night (USD)

    Expedia

    Quintessential Cape Cod condo, .4 miles to the beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Quintessential Cape Cod condo located in popular Dennis Port neighborhood. This three bedroom combines Cape Cod charm wi ...

    From $435 per night (USD)

    Expedia

    Details
  • Tiki Bar, Fenced Backyard, Pond View | Cottage near Beaches
    From $392 per night (USD)

    VRBO

    Tiki Bar, Fenced Backyard, Pond View | Cottage near Beaches

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    🐾 Dog Friendly - Doggy door, your pup can come and go to the fenced backyard freely.  🏖️ Walk to Beach - Cape escape ...

    From $392 per night (USD)

    VRBO

    Details
  • Cottage near Beach, A/C, Fenced Patio, Fire table
    From $369 per night (USD)

    Expedia

    Cottage near Beach, A/C, Fenced Patio, Fire table

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    🐾 Dog Friendly. 🏖️ Walk to Beach - Cape escape just 1/2 mile from 2 ocean beaches! 🛏️ Sleeps 4 (1 Queen/1 Bunk Bed ...

    From $369 per night (USD)

    Expedia

    Details
  • Walk to Beaches & Dining: Classic Cape Cod Cottage
    From $306 per night (USD)

    VRBO

    Walk to Beaches & Dining: Classic Cape Cod Cottage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Quiet Neighborhood | Furnished Patio Quintessential Cape days are just a click away. This 3-bedroom, 1-bathroom vacatio ...

    From $306 per night (USD)

    VRBO

    Details
  • Large Deck, Fire Pit, Dog Friendly, Near Beach - Sleeps 10!
    From $485 per night (USD)

    Expedia

    Large Deck, Fire Pit, Dog Friendly, Near Beach - Sleeps 10!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Summary: 17753 - Capeside: Large Deck, Fire Pit, Dog Friendly, Near Beach - Sleeps 10! The Space: In the heart of s ...

    From $485 per night (USD)

    Expedia

    Details
  • Walk to Beach, Steps from Park, Pet-Friendly & Fire Pit
    From $194 per night (USD)

    VRBO

    Walk to Beach, Steps from Park, Pet-Friendly & Fire Pit

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Relax and unwind in our cozy, family-friendly home we call Sea View Revue. You will be staying in the A side of this sid ...

    From $194 per night (USD)

    VRBO

    Details
  • Walk to Beach, Pet-Friendly, Ping Pong & Fire Pit
    From $697 per night (USD)

    Expedia

    Walk to Beach, Pet-Friendly, Ping Pong & Fire Pit

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Discover the perfect beach getaway at Park View Revue. You will be staying in the B side of this side-by-side duplex. Th ...

    From $697 per night (USD)

    Expedia

    Details
  • Sunny Rays: Where Poolside Bliss Meets Ocean Breeze!\
    From $1634 per night (USD)

    VRBO

    Sunny Rays: Where Poolside Bliss Meets Ocean Breeze!\"

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to Sunny Rays — a private Cape Cod retreat designed for effortless vacation living, where luxury, location, and ...

    From $1634 per night (USD)

    VRBO

    Details
  • The Cape Codder: Large Yard, Steps to Town & Beach
    From $1397 per night (USD)

    Expedia

    The Cape Codder: Large Yard, Steps to Town & Beach

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    This recently renovated family home in West Harwich is a perfect Cape Cod escape. Just 0.3 miles from downtown Dennis Po ...

    From $1397 per night (USD)

    Expedia

    Details
  • Family Cape Escape | Game Room, Deck & Near Beach
    From $442 per night (USD)

    VRBO

    Family Cape Escape | Game Room, Deck & Near Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Escape to this charming 3-bed, 2-bath Cape Cod retreat in Dennis Port, just a short walk to the beach. Perfect ...

    From $442 per night (USD)

    VRBO

    Details
  • Updated 2-bedroom cottage 4 min walk to the beach, with outdoor shower
    From $524 per night (USD)

    VRBO

    Updated 2-bedroom cottage 4 min walk to the beach, with outdoor shower

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Okeanos! This newly renovated property on a private lane features a four minute walk to Sea Street Beach. T ...

    From $524 per night (USD)

    VRBO

    Details
  • Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC
    From $730 per night (USD)

    VRBO

    Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Excellent location! Great for groups and families! Easy walk to 3 public Beaches with the warm waters of Nantucket sound ...

    From $730 per night (USD)

    VRBO

    Details
  • Dennisport Walk to Beach/Pelham House
    From $311 per night (USD)

    VRBO

    Dennisport Walk to Beach/Pelham House

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Our house is in the very desirable section of Dennisport, south of Lower County Road, and a short 2 minute walk to the P ...

    From $311 per night (USD)

    VRBO

    Details
  • Charming Updated Home w/ Central A/C in the Heart of Dennisport!
    From $305 per night (USD)

    VRBO

    Charming Updated Home w/ Central A/C in the Heart of Dennisport!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our newly updated Cape Cod vacation rental property! Nestled in the heart of Dennisport, this charming 3-bedr ...

    From $305 per night (USD)

    VRBO

    Details
  • Lovely 4 bedroom, 2 bath home sleeping 8
    From $385 per night (USD)

    Expedia

    Lovely 4 bedroom, 2 bath home sleeping 8

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Lovely 4 bedroom, 2 bath home, sleeping 8. First floor features an open concept kitchen, living and dining room with vau ...

    From $385 per night (USD)

    Expedia

    Details
  • Relaxing condo near the beach with linens and towels provided!
    From $206 per night (USD)

    VRBO

    Relaxing condo near the beach with linens and towels provided!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape to Dennisport in this cozy 1-bedroom condo! The bedroom has a queen-sized bed for a restful night’s sleep. Enjoy ...

    From $206 per night (USD)

    VRBO

    Details
  • 3-bedroom house by the Swan River Dennis with AC, WiFi
    From $557 per night (USD)

    Expedia

    3-bedroom house by the Swan River Dennis with AC, WiFi

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Consider this house your home away from home while you visit Dennis. This phenomenal property boasts 3 bedrooms - one wi ...

    From $557 per night (USD)

    Expedia

    Details
  • Central air, dog friendly walk to beach in this 2 bedroom family cottage
    From $370 per night (USD)

    VRBO

    Central air, dog friendly walk to beach in this 2 bedroom family cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Escape to this cozy cottage in picturesque Dennisport. This nice vacation rental offers a comfortable stay for guests. W ...

    From $370 per night (USD)

    VRBO

    Details
  • Three bedroom sleeping 5- located .4 mile from the beach!
    From $299 per night (USD)

    Expedia

    Three bedroom sleeping 5- located .4 mile from the beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Check out this charming three- bedroom home in the heart of Dennisport! Perfect for a family of 5, this cozy spot has al ...

    From $299 per night (USD)

    Expedia

    Details
  • Serenity 222: Bright Coastal Dennisport Retreat Walk to Beach
    Click For Pricing

    VRBO

    Serenity 222: Bright Coastal Dennisport Retreat Walk to Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Serenity 222! Your home away from home while you visit the Cape! Quintessential Cape Cod ranch located in bea ...

    Click For Pricing

    VRBO

    Details
  • Charming condo efficiency in peaceful Dennisport with WiFi, AC
    From $290 per night (USD)

    Expedia

    Charming condo efficiency in peaceful Dennisport with WiFi, AC

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Unwind in Dennis at this lovely condo. This fabulous property offers tv streaming, WiFi, AC, and heating for your comfor ...

    From $290 per night (USD)

    Expedia

    Details
  • Beach sticker with week long bookings!
    From $406 per night (USD)

    VRBO

    Beach sticker with week long bookings!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    DENNIS BEACH STICKER PROVIDED WITH WEEKLY BOOKINGS (sticker is valid Saturday-Friday and may not be valid for weekly sta ...

    From $406 per night (USD)

    VRBO

    Details
  • New! Beach Cottage - 3 min walk to Beach - Pet Friendly!
    From $497 per night (USD)

    Expedia

    New! Beach Cottage - 3 min walk to Beach - Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Sandy Cheeks! Cape Cod Beach Cottage | 3 Min Walk to Beach Welcome to your perfect beach getaway! Our newly ...

    From $497 per night (USD)

    Expedia

    Details
  • Charming Updated 3 Bedroom Cape Cottage, Close To Beach
    Click For Pricing

    VRBO

    Charming Updated 3 Bedroom Cape Cottage, Close To Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    This bright, beachy home is located on a quiet side street with many recent updates throughout. Enjoy your morning coffe ...

    Click For Pricing

    VRBO

    Details
  • Charming 1-bedroom cottage in Dennis, central to everything!
    From $259 per night (USD)

    VRBO

    Charming 1-bedroom cottage in Dennis, central to everything!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Make yourself at home in this delightful 1-bedroom Dennis retreat. This charming cottage also offers a fabulous living r ...

    From $259 per night (USD)

    VRBO

    Details
  • Delightful four bedroom perfectly updated!
    From $395 per night (USD)

    VRBO

    Delightful four bedroom perfectly updated!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    9

    Step into your Cape Cod paradise! This delightful four-bedroom home, brimming with beachy charm, has all you need for an ...

    From $395 per night (USD)

    VRBO

    Details
  • Modern & Coastal Cape Cottage + 200 Steps to the Beach! New in 2025!
    From $559 per night (USD)

    Expedia

    Modern & Coastal Cape Cottage + 200 Steps to the Beach! New in 2025!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Surfcamp Cottage — Your Tiny Slice of Coastal Bliss! Ready to trade your inbox for an ocean breeze? Meet Sur ...

    From $559 per night (USD)

    Expedia

    Details
  • 2 Bedroom Condo, Sleeps 6, at Edgewater Beach Resort!
    From $733 per night (USD)

    VRBO

    2 Bedroom Condo, Sleeps 6, at Edgewater Beach Resort!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Edgewater Beach Resort is located in Dennis Port, MA on over 300 feet of picturesque private beachfront overlooking the ...

    From $733 per night (USD)

    VRBO

    Details
  • 5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly
    From $1481 per night (USD)

    Expedia

    5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Drop anchor at our beautiful lobster and ship-themed cottage, the perfect charming port of call for your Cape Cod advent ...

    From $1481 per night (USD)

    Expedia

    Details
  • Charming 3.5-bedroom cottage half a mile from the beach with playground!
    From $521 per night (USD)

    VRBO

    Charming 3.5-bedroom cottage half a mile from the beach with playground!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Come to this cozy 3 and 1/2 bedrooms home with an spectacular front and back yard 1/2 mile away from the beach (10 min w ...

    From $521 per night (USD)

    VRBO

    Details
  • Your Cape Cod Oasis- 3min walk to the beach!
    From $569 per night (USD)

    VRBO

    Your Cape Cod Oasis- 3min walk to the beach!

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    11

    Your home away from home in Dennis Port with 5 bedrooms. This tremendous house boasts a variety of sleeping arrangements ...

    From $569 per night (USD)

    VRBO

    Details
  • Dennis Retreat
    From $1269 per night (USD)

    VRBO

    Dennis Retreat

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Create cherished memories at this delightful 2-bedroom, 1-bathroom home in Dennisport, Massachusetts. Perfectly located ...

    From $1269 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, 1BR
    From $288 per night (USD)

    VRBO

    The Soundings Seaside Resort, 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $288 per night (USD)

    VRBO

    Details
  • Oceanfront, charming, 3 bedroom cottage with your very own private beach!
    From $676 per night (USD)

    VRBO

    Oceanfront, charming, 3 bedroom cottage with your very own private beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Your Oceanfront, cozy cottage in Dennisport with 3 bedrooms awaits you. The bedrooms feature 1 full bed, 2 twin beds, ...

    From $676 per night (USD)

    VRBO

    Details
  • Walk to Haigis Beach: Family Home w/ Fire Pit!
    From $181 per night (USD)

    Expedia

    Walk to Haigis Beach: Family Home w/ Fire Pit!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Pet Friendly w/ Fee | Near Shops & Restaurants | Long-Term Stays in Fall & Spring Step into Cape Cod relaxation with a ...

    From $181 per night (USD)

    Expedia

    Details
  • Charming 1-bedroom condo in tranquil Dennis with AC
    From $175 per night (USD)

    VRBO

    Charming 1-bedroom condo in tranquil Dennis with AC

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Your home away from home in Dennis with 1 bedroom. This charming Cape Cod oceanside condominium complex is a meticulousl ...

    From $175 per night (USD)

    VRBO

    Details
  • Warm and inviting 2 bedroom condo just steps from the Beach. Seaside 2 BR Condo
    From $376 per night (USD)

    VRBO

    Warm and inviting 2 bedroom condo just steps from the Beach. Seaside 2 BR Condo

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Warm and inviting 2 bedroom condo just steps from the warm waters of Nantucket Sound at Glendon Beach. Close to restaura ...

    From $376 per night (USD)

    VRBO

    Details
  • 2 BDR condo across from Glendon Beach!!
    From $389 per night (USD)

    VRBO

    2 BDR condo across from Glendon Beach!!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Warm and inviting 2 bedroom condo just steps from the warm waters of Nantucket Sound at Glendon Beach. Close to restaura ...

    From $389 per night (USD)

    VRBO

    Details
  • Adorable Beach Cottage
    From $359 per night (USD)

    VRBO

    Adorable Beach Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Come and relax at a beautiful cozy beach cottage just a minute walk to the warm waters of Glendon Beach on Cape Cod's so ...

    From $359 per night (USD)

    VRBO

    Details
  • Beach cottage, cute and cozy!  Steps from the beach!
    From $401 per night (USD)

    VRBO

    Beach cottage, cute and cozy! Steps from the beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Come and relax at a beautiful cozy beach cottage just a minute walk to the warm waters of Glendon Beach on Cape Cod's so ...

    From $401 per night (USD)

    VRBO

    Details
  • Cozy cottage for great family memories!
    From $385 per night (USD)

    VRBO

    Cozy cottage for great family memories!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Come and relax at a beautiful cozy beach cottage just a minute walk to the warm waters of Glendon Beach on Cape Cod's so ...

    From $385 per night (USD)

    VRBO

    Details
  • Willows Cottage West
    From $480 per night (USD)

    VRBO

    Willows Cottage West

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cottage West includes A/C/heat, free high speed wi-fi, 2 bedrooms, comfortably furnished living/dining room, fully equip ...

    From $480 per night (USD)

    VRBO

    Details
  • Beautifully appointed 2 bedroom with access to a private beach!
    From $414 per night (USD)

    Expedia

    Beautifully appointed 2 bedroom with access to a private beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The Willows "East" is an updated 2 bedroom cottage including air conditioning/heat, free high speed wi-fi, 2 bedrooms, ...

    From $414 per night (USD)

    Expedia

    Details
  • Cape Cod Beach House - 0.2 Mi Beach! AC, Pvt Yard
    From $1062 per night (USD)

    VRBO

    Cape Cod Beach House - 0.2 Mi Beach! AC, Pvt Yard

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Enjoy your Cape Cod vacation at this spacious, conveniently located home, only a 5 min (0.2 mile) walk to the beach! O ...

    From $1062 per night (USD)

    VRBO

    Details
  • Adorable Studio cottage with Queen bed
    From $336 per night (USD)

    VRBO

    Adorable Studio cottage with Queen bed

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Studio Cottage has a galley kitchen, and bathroom w/ shower. Fully equipped with a queen bed and full futon. Outdoor sho ...

    From $336 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, studio
    From $207 per night (USD)

    VRBO

    The Soundings Seaside Resort, studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $207 per night (USD)

    VRBO

    Details
  • Seaside Charm Meets Modern Comfort sleeping 8, just .3 miles to the beach.
    From $776 per night (USD)

    Expedia

    Seaside Charm Meets Modern Comfort sleeping 8, just .3 miles to the beach.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    New to our 2026 Inventory! Elegant Summer Retreat – 3BR, 2.5BA. Seaside Charm Meets Modern Comfort Welcome to your p ...

    From $776 per night (USD)

    Expedia

    Details
  • New to Rentals, Vacation Compound 2413
    Click For Pricing

    VRBO

    New to Rentals, Vacation Compound 2413

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Welcome to your perfect Cape Cod getaway! Tucked at the end of a tranquil dead-end road and less than half a mile from s ...

    Click For Pricing

    VRBO

    Details
  • New For 2026! 1/2 mile to Swan Pond (2414)
    From $507 per night (USD)

    Expedia

    New For 2026! 1/2 mile to Swan Pond (2414)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Escape to Cape Cod and enjoy this cozy 2-bedroom home less than half a mile from scenic Swan Pond. This is an ideal loca ...

    From $507 per night (USD)

    Expedia

    Details
  • Family-Friendly Home! Walk to Sea Street Beach
    From $328 per night (USD)

    VRBO

    Family-Friendly Home! Walk to Sea Street Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Seeking a peaceful retreat by the sea? You’ll love this charming 2-bedroom, 1-bath vacation rental in Dennis Port, MA! L ...

    From $328 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, 1BR
    From $290 per night (USD)

    VRBO

    The Soundings Seaside Resort, 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $290 per night (USD)

    VRBO

    Details
  • Eazy Breezy Beach Home
    From $389 per night (USD)

    VRBO

    Eazy Breezy Beach Home

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Beach lovers’ dream! Just 3minutes walking to sandy shores and beachside resorts and 15 minutes to the iconic Mayflower ...

    From $389 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, 2BR
    From $409 per night (USD)

    VRBO

    The Soundings Seaside Resort, 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $409 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, 2BR
    From $403 per night (USD)

    VRBO

    The Soundings Seaside Resort, 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $403 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, 2BR
    From $409 per night (USD)

    VRBO

    The Soundings Seaside Resort, 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $409 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, 2BR
    From $409 per night (USD)

    VRBO

    The Soundings Seaside Resort, 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $409 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, 2BR
    From $406 per night (USD)

    VRBO

    The Soundings Seaside Resort, 2BR

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $406 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, 1BR
    From $288 per night (USD)

    VRBO

    The Soundings Seaside Resort, 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $288 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, 1BR
    From $288 per night (USD)

    VRBO

    The Soundings Seaside Resort, 1BR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $288 per night (USD)

    VRBO

    Details
  • Spacious house 2 minute walk to Sea Street Beach & Pelham House
    From $719 per night (USD)

    VRBO

    Spacious house 2 minute walk to Sea Street Beach & Pelham House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    11

    Welcome to your perfect getaway in Dennis, MA! This charming house is bathed in natural light, thanks to a stunning wall ...

    From $719 per night (USD)

    VRBO

    Details
  • The Tinker Bell By The Sea ~ Charming 2-bedroom house in Dennisport w/AC
    From $485 per night (USD)

    Expedia

    The Tinker Bell By The Sea ~ Charming 2-bedroom house in Dennisport w/AC

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This adorable 2-bedroom cottage has been completed renovation with all the charm and modern amenities guests desire. The ...

    From $485 per night (USD)

    Expedia

    Details
  • The Soundings Seaside Resort, studio
    From $207 per night (USD)

    VRBO

    The Soundings Seaside Resort, studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $207 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, studio
    From $200 per night (USD)

    VRBO

    The Soundings Seaside Resort, studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $200 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, studio
    From $211 per night (USD)

    VRBO

    The Soundings Seaside Resort, studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $211 per night (USD)

    VRBO

    Details
  • The Soundings Seaside Resort, studio
    From $211 per night (USD)

    VRBO

    The Soundings Seaside Resort, studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...

    From $211 per night (USD)

    VRBO

    Details
  • Charming Sea Captain’s Home – 4BR/3BA | Modern Comfort Meets Antique Charm
    From $891 per night (USD)

    VRBO

    Charming Sea Captain’s Home – 4BR/3BA | Modern Comfort Meets Antique Charm

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Updated Sea Captain’s Home – 4BR/3BA, Huge Yard, Steps to Nantucket Sound Beach Just a short stroll from the warm, gent ...

    From $891 per night (USD)

    VRBO

    Details
  • Dennis Port House BeachHot Tub & Fire Pit Fun!
    From $382 per night (USD)

    Expedia

    Dennis Port House BeachHot Tub & Fire Pit Fun!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Dennis Beach Paradise – Cozy 2BR Retreat with Hot Tub & Firepit Welcome to Dennis Beach Paradise, a charmin ...

    From $382 per night (USD)

    Expedia

    Details
  • Queen Anne Victorian home plus private Cottage in pleasant Dennisport Cape Cod
    From $994 per night (USD)

    VRBO

    Queen Anne Victorian home plus private Cottage in pleasant Dennisport Cape Cod

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Your cozy getaway awaits in Dennis at this lovely home only 200 yards from the beach. With four bedrooms in the main hou ...

    From $994 per night (USD)

    VRBO

    Details
  • Studio, Sleeps 4, at The Breakers Resort, Dennis Port!
    From $770 per night (USD)

    VRBO

    Studio, Sleeps 4, at The Breakers Resort, Dennis Port!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Square ft. 300; Sleeps 4; Bedding includes 1 Full Murphy or 1 Queen bed, 1 Sofa bed most comfortable for 2 children; Bat ...

    From $770 per night (USD)

    VRBO

    Details
  • Oceanside Cape Cod Retreat with Beach, Pool, and Nantucket Sound Views
    From $327 per night (USD)

    VRBO

    Oceanside Cape Cod Retreat with Beach, Pool, and Nantucket Sound Views

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Wake up to stunning Nantucket Sound views from this charming second-floor Cape Cod retreat. Steps from the beach and a h ...

    From $327 per night (USD)

    VRBO

    Details
  • New listing! Just mins  to the beach!
    From $251 per night (USD)

    Expedia

    New listing! Just mins to the beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Book now for an AMAZING deal for peak dates on this new listing! Please read full description and policies before booki ...

    From $251 per night (USD)

    Expedia

    Details
  • Spacious 4 bedroom with inground pool and walk to beach!!
    From $1133 per night (USD)

    VRBO

    Spacious 4 bedroom with inground pool and walk to beach!!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Beautiful summer home with four bedrooms, central A/C and a three minute walk to ocean beach. Home has everything needed ...

    From $1133 per night (USD)

    VRBO

    Details
  • Newly Renovated 3BR in Dennis Port | Steps to the Beach
    From $507 per night (USD)

    VRBO

    Newly Renovated 3BR in Dennis Port | Steps to the Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This fully renovated and private duplex is tucked away in the heart of Dennis Port, just 0.4 miles from Inman Beach and ...

    From $507 per night (USD)

    VRBO

    Details
  • NEW Luxury Waterfront - Hot Tub, Deck, Workspace, Waterviews. Beautiful Sunsets!
    From $1063 per night (USD)

    VRBO

    NEW Luxury Waterfront - Hot Tub, Deck, Workspace, Waterviews. Beautiful Sunsets!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Aunt Laura’s Retreat, a newly renovated waterfront home ideal for families and groups seeking a relaxing Cape ...

    From $1063 per night (USD)

    VRBO

    Details
  • Charming 2-bedroom pet friendly house with central AC in quiet Dennis Port area
    From $735 per night (USD)

    Expedia

    Charming 2-bedroom pet friendly house with central AC in quiet Dennis Port area

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Escape to this house in picturesque Dennis. This marvelous two-bedroom retreat features a king bed, a queen bed, and a b ...

    From $735 per night (USD)

    Expedia

    Details
  • Elegant Modern Retreat with Hot Tub and Game Room
    From $757 per night (USD)

    VRBO

    Elegant Modern Retreat with Hot Tub and Game Room

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    Summary: 19955 - Ocean Ember: Elegant Modern Retreat with Hot Tub and Game Room The Space: Welcome to Ocean Ember, ...

    From $757 per night (USD)

    VRBO

    Details
  • Escape to this charming 1-bedroom Cape cottage, .4 miles to the beach
    From $181 per night (USD)

    Expedia

    Escape to this charming 1-bedroom Cape cottage, .4 miles to the beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Escape to this charming 1-bedroom Cape cottage, perfectly sized at 400 square feet for a cozy and relaxing getaway. Just ...

    From $181 per night (USD)

    Expedia

    Details
  • 450 ft to Raycroft Beach, Game Room, Dog Friendly!
    From $851 per night (USD)

    VRBO

    450 ft to Raycroft Beach, Game Room, Dog Friendly!

    Bedrooms:
    6
    Bathrooms:
    7
    Sleeps:
    14

    Summary: 19954 - Wharf Beach House: 450 ft to Raycroft Beach, Game Room, Dog Friendly! The Space: Experience the un ...

    From $851 per night (USD)

    VRBO

    Details
  • X Marks the spot
    From $823 per night (USD)

    VRBO

    X Marks the spot

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    X marks the spot for your perfect Cape Cod getaway. This renovated 3BR, 2BA cottage in Dennis Port is just steps to Inma ...

    From $823 per night (USD)

    VRBO

    Details
  • Escape to this spacious sleep 10 home, just .3 miles to Raycroft beach.
    From $536 per night (USD)

    VRBO

    Escape to this spacious sleep 10 home, just .3 miles to Raycroft beach.

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

    Escape to this comfortable and spacious 4-bedroom, 2-bathroom split-level home (Sleeping 10!), perfect for your next bea ...

    From $536 per night (USD)

    VRBO

    Details
  • Modern Coastal Retreat Walking Distance to Beaches & Dining in Dennis Port w/ AC
    From $267 per night (USD)

    Expedia

    Modern Coastal Retreat Walking Distance to Beaches & Dining in Dennis Port w/ AC

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    This home offers a relaxed blend of coastal style and comfort, designed to feel effortless from the moment you arrive to ...

    From $267 per night (USD)

    Expedia

    Details
  • Cozy Cape cottage, with heat & AC, <5 mins to Haigis Beach
    From $1082 per night (USD)

    VRBO

    Cozy Cape cottage, with heat & AC, <5 mins to Haigis Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Escape to this cozy, rustic house in picturesque Dennis. With four bedrooms featuring two king beds, one queen, and 4 tw ...

    From $1082 per night (USD)

    VRBO

    Details
  • 2 BR Cottage less than 1/2 mile to Sea Street and Glendon Beaches.  AC and Yard
    Click For Pricing

    Expedia

    2 BR Cottage less than 1/2 mile to Sea Street and Glendon Beaches. AC and Yard

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Prime Location: Conveniently located walking distance to Sea Street and Glendon Beach (Less than 1/2 mile), local restau ...

    Click For Pricing

    Expedia

    Details
  • Charming Cape Cottage in Dennis Port
    Click For Pricing

    VRBO

    Charming Cape Cottage in Dennis Port

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    2 Bedrooms-1 Bathroom-Sleeps 4 Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish tow ...

    Click For Pricing

    VRBO

    Details
  • The Coast: Cozy Cape Escape in Dennis Port
    From $413 per night (USD)

    Expedia

    The Coast: Cozy Cape Escape in Dennis Port

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    2 Bedrooms-1 Bathroom-Sleeps 4 Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish tow ...

    From $413 per night (USD)

    Expedia

    Details
  • Charming, pristine 2-bedroom beach cottage in Dennis Port!
    Click For Pricing

    VRBO

    Charming, pristine 2-bedroom beach cottage in Dennis Port!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    New to our 2026 Inventory! Step into the ideal vacation retreat for your Cape Cod getaway. Every detail has been carefu ...

    Click For Pricing

    VRBO

    Details
  • Cape Cod Home with Space for Everyone
    From $700 per night (USD)

    VRBO

    Cape Cod Home with Space for Everyone

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    14

    Summary: Spacious Cape Cod home in the heart of Dennis Port, perfect for large families and groups, sleeping 12–14 acro ...

    From $700 per night (USD)

    VRBO

    Details
  • Spacious duplex with large outdoor deck - just minutes to Sea Street Beach
    From $441 per night (USD)

    VRBO

    Spacious duplex with large outdoor deck - just minutes to Sea Street Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Dennis Port Classic The Space: Look no further, you’ve found the perfect Dennisport vacation rental! The 4 ...

    From $441 per night (USD)

    VRBO

    Details
  • Bright & nautical beach home with enclosed yard & outdoor shower - walk to beach
    From $314 per night (USD)

    Expedia

    Bright & nautical beach home with enclosed yard & outdoor shower - walk to beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Summer Get Away The Space: This cozy one-story ranch home is a great place for friends and family looking ...

    From $314 per night (USD)

    Expedia

    Details
  • Coastal cottage close to sandy beach with private deck, kayaks & dog friendly
    From $409 per night (USD)

    VRBO

    Coastal cottage close to sandy beach with private deck, kayaks & dog friendly

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Summary: Sunkiss Cottage The Space: Welcome to Sunkiss Cottage, your ideal Cape Cod retreat in the friendly Chase’s ...

    From $409 per night (USD)

    VRBO

    Details
  • Garden Cottage Just Steps from the Beach in Cape Cod
    From $376 per night (USD)

    Expedia

    Garden Cottage Just Steps from the Beach in Cape Cod

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Cape Beach Bungalow The Space: This welcoming 2 bedroom cottage has everything you look for in a coastal g ...

    From $376 per night (USD)

    Expedia

    Details
  • Sleek, modern home with central AC - steps to private beach & near trail
    From $318 per night (USD)

    VRBO

    Sleek, modern home with central AC - steps to private beach & near trail

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Summer Cape Escape The Space: Situated just a stone’s throw from the beach and boasting central air-condit ...

    From $318 per night (USD)

    VRBO

    Details
  • Charming cottage with private W/D, wifi + minutes to beach
    From $368 per night (USD)

    Expedia

    Charming cottage with private W/D, wifi + minutes to beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Glendon Beach Getaway The Space: Just steps away from the ocean, this charming house in Dennis, MA, is the ...

    From $368 per night (USD)

    Expedia

    Details