South Dennis, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in South Dennis, Massachusetts on RentalSaver.com!

South Dennis Rentals

From $420 per night (USD)
VRBO
New for 2025 - Waterview Charmer!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to CapeCodProperty 115, a charming retreat nestled in the heart of South Dennis and in the Mid-Cape area. This ...
From $420 per night (USD)
VRBO
From $594 per night (USD)
VRBO
Spacious Ranch on Swan Pond
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to this spacious ranch offering all the comforts of home, Nestled on a quiet cul-de-sac by Swan Pond, this proper ...
From $594 per night (USD)
VRBO
From $362 per night (USD)
VRBO
Water Access, Sunsets, Walk to Restaurants!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 19948 - Sunset Overlook: Water Access, Sunsets, Close to Restaurants! The Space: Welcome to Sunset Overlook, y ...
From $362 per night (USD)
VRBO
$New Listing -Great South Yarmouth Location!\nHistoric house with Amazing Updates!$
From $292 per night (USD)
VRBO
New Listing -Great South Yarmouth Location!\nHistoric house with Amazing Updates!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Great Location!! Situated in beautiful South Yarmouth - this historic Sea Captain’s house is a short walk to Bass Rive ...
From $292 per night (USD)
VRBO
From $648 per night (USD)
VRBO
Beachfront - Sauna - Screened Patio - 2 King Beds - Dogs Encouraged!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
NEW listing - read on for host info! ☆ Waterfront, located on saltwater beach (and central location) ☆ Year-round getaw ...
From $648 per night (USD)
VRBO
From $717 per night (USD)
Expedia
Spacious building in nice Yarmouth port with WiFi, AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This 4-bedroom building is perfect for your escape to Yarmouth. With 1 king bed and 3 queen beds, guests will have plent ...
From $717 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Family getaway in great location with deck, board games, yard, & AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Easy Street Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $266 per night (USD)
VRBO
From $1068 per night (USD)
Expedia
Stunning Waterfront Home!
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Summary: 20032 - Riverside Resort: Stunning Waterfront Home! The Space: Wake up to the soft glow of sunrise over Bass R ...
From $1068 per night (USD)
Expedia
From $586 per night (USD)
VRBO
Charming, Updated Raised Cape in West Dennis – Perfect for Your Next Vacation!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to 8 Clarlaw Way, a beautifully updated raised cape home in the heart of West Dennis. This cozy yet spacious hom ...
From $586 per night (USD)
VRBO
From $433 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 $433 per night (USD)
Expedia
From $309 per night (USD)
VRBO
**JUST LISTED!**WHEELCHAIR and PET FRIENDLY!*
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**JUST RELISTED! CENTRALLY LOCATED 3BD, 3BA WHEELCHAIR / MOBILITY & PET FRIENDLY HOME with AMAZING DECK!** * * * ...
From $309 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Tranquil Pond-View Escape in Dennis
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Summary: 19950 - Toast to the Coast: Tranquil Pond-View Escape in Dennis The Space: Welcome to Toast to the Coast, an e ...
From $374 per night (USD)
Expedia
From $386 per night (USD)
VRBO
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 $386 per night (USD)
VRBO
From $588 per night (USD)
Expedia
Grand home with historic charm, game room & spacious outdoor living spaces
Bedrooms:
5
Bathrooms:
7
Sleeps:
12
The White Pillars Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $588 per night (USD)
Expedia
From $567 per night (USD)
VRBO
Charming 4-bedroom house with WiFi and AC in delightful Dennis
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Your family will be close to everything when you stay at this centrally-located place. Near Mayflower beach, 3 miles to ...
From $567 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Central air, dog friendly walk to beach in this 2 bedroom family cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
9
Escape to this cozy cottage in picturesque Dennisport. This nice vacation rental offers a comfortable stay for guests. W ...
From $321 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Whispering Waters: 005-D Waterfront, Private Beach, Kayaks, SUPs
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This home is professionally managed by Pretty Picky Properties. Waterfront, Private Beach, Kayaks, SUPs New Listing fo ...
From $353 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Three bedroom sleeping 5- located .4 mile from the beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
New to our 2025 Inventory! Check out this charming three- bedroom home in the heart of Dennisport! Perfect for a family ...
From $263 per night (USD)
Expedia
From $443 per night (USD)
VRBO
Roomy 3 Bedroom Home - Perfect for Families!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedroom - 2.5 Baths - Sleeps 6 During peak summer weeks, our properties typically require a 7-night stay, either Frida ...
From $443 per night (USD)
VRBO
From $556 per night (USD)
VRBO
Breathtaking 3 bed house in Dennis w/ WiFi & AC. Walk to the beach, come on in!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to the Lower County Lounge!! Kick your shoes off and enjoy walks to the private beach, grilling on the back pati ...
From $556 per night (USD)
VRBO
From $417 per night (USD)
VRBO
Swan River Views, BBQ Ready: West Dennis Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Dine Al Fresco | Private Green Space | Near Kayaking & Boating | 1 Mi to South Village Beach Beach days, boating, and c ...
From $417 per night (USD)
VRBO
From $407 per night (USD)
Expedia
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 $407 per night (USD)
Expedia
From $372 per night (USD)
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 ...
From $372 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Serene, Cozy, Waterfront, 3 Mi to Downtown!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: 17762 - Bells Bungalow: Serene, Cozy, Waterfront, 3 Mi to Downtown! The Space: Welcome to Bells Bungalow, your ...
From $376 per night (USD)
Expedia
From $590 per night (USD)
VRBO
Stunning marsh views from this one of a kind home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Take in the sweeping marsh views from this stunning home in West Dennis! With its unique location, it's the perfect back ...
From $590 per night (USD)
VRBO
From $327 per night (USD)
VRBO
Walking distance to John Kelly Park, Swan River and Kellys Bay
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover the charm of Cape Cod at this delightful 3-bedroom home located in the South Dennis. Perfectly situated near Ke ...
From $327 per night (USD)
VRBO
From $496 per night (USD)
VRBO
Beautiful Dennisport cottage, Steps to the Beach, 2 bed 1 bath that sleeps 7
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Your Dennis adventure begins at this adorable 2-bedroom cottage. The cozy bedrooms feature a queen bed, bunk bed, and fu ...
From $496 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Adorable 3 bedroom home with central ac and delightful outdoor space!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Who’s ready for Cornhole, S’mores, and grilled corn on the cob? This charming three-bedroom home comfortably sleeps up t ...
From $356 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Peaceful Retreat: dog friendly, close to beaches & town; yard w/patio&firepit
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Miles Away Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $462 per night (USD)
VRBO
From $422 per night (USD)
Expedia
Lobster Trap Getaway - 5-Min Walk to the Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Create lasting memories, your ideal home base for a fantastic Cape Cod vacation. Located in the heart of Dennis Port, yo ...
From $422 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Back Cottage, Walk to Beach, AC & WiFi
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to "Glendon Gardens Retreat" your charming 3-bedroom retreat nestled in the heart of Dennis Port! Located at the ...
From $352 per night (USD)
VRBO
Click For Pricing
Expedia
Delightful four bedroom perfectly updated!
Bedrooms:
1
Bathrooms:
4
Sleeps:
9
New to our 2025 Inventory! Step into your Cape Cod paradise! This delightful four-bedroom home, brimming with beachy ch ...
Click For Pricing
Expedia
$Cape Cod's \Beach Rose\$
From $200 per night (USD)
VRBO
Cape Cod's \"Beach Rose\"
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Bring the whole family to this great place with lots of room for fun! This newly listed property is like new and boost ...
From $200 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Beachside Bliss at Sunset Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 Bedroom - 1 Bath - Sleeps 4 During peak summer weeks, our properties typically require a 7-night stay, either Friday-F ...
From $340 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Lobster Trap & Glendon Midship Cottages - 5-Min Walk to Beach
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 $587 per night (USD)
VRBO
From $1479 per night (USD)
Expedia
Cape Family Retreat: Pool, Hot Tub & Fire Pit
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Bring the whole family to this newly renovated family friendly home with saltwater pool, hot tub, fire pit and central a ...
From $1479 per night (USD)
Expedia
From $229 per night (USD)
VRBO
BRAND NEW LISTING! Adorable 2BD Cottage--Screen Porch, Fire Pit, Less Than a Mile to Sea Street Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
BRAND NEW LISTING! Less than one mile to Sea Street Beach! * * * * See end of this description for information ...
From $229 per night (USD)
VRBO
From $492 per night (USD)
Expedia
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Escape to this newly remodeled open-concept stunner, located right next the Cape Cod Rail Trail bikepath. Quick access t ...
From $492 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Best Little Beach Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
This is the best cottage for families! Everything you need and we mean it! Central a/c, on-demand hot water even at the ...
From $379 per night (USD)
VRBO
From $536 per night (USD)
Expedia
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 $536 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Charming coastal cottage with AC, bikes, deck, outdoor shower & grill
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Just Beachy Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $328 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Pond view home w/ AC, sunroom, kayak & near town and beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Jack's Dacha Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $302 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Walk to Haigis Beach: Family Home w/ Deck & Yard!
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 $440 per night (USD)
VRBO
From $1383 per night (USD)
Expedia
Coastal Escape: Pool, Pet-Friendly & Near Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
4 Bedroom - 4 Baths - Sleeps 12 During peak summer weeks, our properties typically require a 7-night stay, either Friday ...
From $1383 per night (USD)
Expedia
From $257 per night (USD)
VRBO
2 bedroom condo right across from the Beach, great for family/friend vacations
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 $257 per night (USD)
VRBO
From $1179 per night (USD)
Expedia
Modern Beachside Luxury – 4BR Home with Plunge Pool & Pool House
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Welcome to your perfect coastal escape—an exceptional 4-bedroom, 2.5-bathroom modern home located just half a mile from ...
From $1179 per night (USD)
Expedia
From $449 per night (USD)
VRBO
New to Rentals Cottage 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 ...
From $449 per night (USD)
VRBO
From $267 per night (USD)
Expedia
New To Rentals 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 $267 per night (USD)
Expedia
From $188 per night (USD)
VRBO
< 1 Mi to Sea Street Beach: Dennis Port Home!
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 $188 per night (USD)
VRBO
From $484 per night (USD)
Expedia
Eazy Breezy Beach Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Beach lovers’ dream! Just 3 minutes to sandy shores and beachside resorts and 15 minutes to the iconic Mayflower Beach. ...
From $484 per night (USD)
Expedia
From $7072 per night (USD)
VRBO
Cape Cod Dream Retreat -6BR Oasis w/Pool& Spa
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Escape to this Luxury 6BR/5BA Dennis Retreat featuring a heated pool, spa,sauna and firepit. Perfect for families or gro ...
From $7072 per night (USD)
VRBO
From $439 per night (USD)
VRBO
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 $439 per night (USD)
VRBO
$Plaisir D'Amour of Cape Cod\nUnder New Management$
From $961 per night (USD)
VRBO
Plaisir D'Amour of Cape Cod\nUnder New Management
Bedrooms:
4
Bathrooms:
4
Sleeps:
18
Serene, beautifully appointed Dennis Village 4-bedroom 4-bathroom home. Located 1.5 miles to the coveted Mayflower Beac ...
From $961 per night (USD)
VRBO
From $509 per night (USD)
Expedia
Dennis Beach Paradise – Cozy 2BR Retreat with Hot Tub & Firepit
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Dennis Beach Paradise – Cozy 2BR Retreat with Hot Tub & Firepit Welcome to Dennis Beach Paradise, a charming C ...
From $509 per night (USD)
Expedia
From $660 per night (USD)
VRBO
Charming 4-bedroom cottage in serene West Dennis, close to beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This cozy cottage in West Dennis offers 4 bedrooms, including 2 full beds, 1 bunk bed, and 2 twin beds. With 3 bathrooms ...
From $660 per night (USD)
VRBO
From $417 per night (USD)
Expedia
Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Eazy Breezy Beach Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $417 per night (USD)
Expedia

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South Dennis Rentals

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Results: 456 Rentals