Harwich Rentals
From $602 per night (USD)VRBO
Charming Home with Guest House, Fantastic Location, AC, Outdoor Shower
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Stay comfortably in Dennis at this 5-bedroom house. Experience the enchanting charm of this serene retreat, complete wit ...
From $602 per night (USD)VRBO
From $438 per night (USD)Expedia
New to our 2025 Inventory! 2 bedroom home, sleeping 5, steps from Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to the Breeze Inn! Save money on a beach sticker by walking to the beach every day! This home is steps away from ...
From $438 per night (USD)Expedia
From $570 per night (USD)VRBO
Idyllic Retreat, Swan Pond Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful home is the perfect getaway for families or friends who want to relax in a spacious and peaceful setting. ...
From $570 per night (USD)VRBO
From $609 per night (USD)Expedia
Summerwind - Ocean views and walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Beautiful well maintained home with fabulous views of Nantucket Sound and a short walk from driveway to beach. ...
From $609 per night (USD)Expedia
From $739 per night (USD)VRBO
New 2025 Chatham Hideaway - Peaceful Woodland Overlooking Minister's Pond
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Chatham Hideaway! This sprawling estate, surrounded by woodland and lush gardens, offers a private setting fo ...
From $739 per night (USD)VRBO
From $369 per night (USD)VRBO
THREE BEDROOM--MINUTES TO GOOSE POND, PLEASANT BAY AND TOWN.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable home with quiet setting, just short drive to Downtown Chatham, Two Ponds and Beaches. * * * * See e ...
From $369 per night (USD)VRBO
From $389 per night (USD)VRBO
1 Bedroom Condo, Sleeps 4, at Edgewater Beach Resort!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Edgewater Beach Resort is located in Dennis Port, MA on over 300 feet of picturesque private beachfront overlooking the ...
From $389 per night (USD)VRBO
From $557 per night (USD)Expedia
Chatham Bliss - Dog Friendly oasis with EV Charging
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our recently updated getaway in charming Chatham, MA! Our pet-friendly retreat is the perfect destination for ...
From $557 per night (USD)Expedia
From $1286 per night (USD)VRBO
JUST LISTED! Coastal Bliss: Luxury Home w/ Central A/C! Walk to Beach and Dining
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 13
Welcome to your dream retreat in Dennis Port! This stunning 3000sqft home is designed to offer an unforgettable getaway ...
From $1286 per night (USD)VRBO
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Chatham pond access with view
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy our large back yard and private road that leads to the Pond behind the house, for fishing, non-motor boating, padd ...
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From $490 per night (USD)VRBO
Main House, with three other cottages for Family Compound!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our newly Renovated Main Cottage has wi-fi, TV, a/c, Spacious Open Kitchen, 2 bathrooms, and outdoor enclosed hot sho ...
From $490 per night (USD)VRBO
From $580 per night (USD)VRBO
Stunning Ocean Heights Condominium Unit offering water views and a private beach on The Cape!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront with Private Beach! Coastal Chic 3 Bed, 3.5 Bath Condo in Ocean Heights Condominiums Pet Friendly! Tri-lev ...
From $580 per night (USD)VRBO
From $356 per night (USD)VRBO
Let your Chatham traditions begin here!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
From the moment you walk into our charming single floor cottage you are invited to relax and unwind. Whether it is coffe ...
From $356 per night (USD)VRBO
From $886 per night (USD)Expedia
Chatham Vacation Rental With Pool and Charm to Spare! RPAM096
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Located in one of Cape Cod’s premier resort towns, 764 Riverview Drive offers everything a discerning vacationer is look ...
From $886 per night (USD)Expedia
From $664 per night (USD)VRBO
300 YDS TO OCEAN, POOL, NEW O/D SHOWER, 4 BEDS, SPACIOUS. 67 Inman Rd #E
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Our townhouse is the perfect vacation rental for those that want all the comforts of home and a relaxing environment aft ...
From $664 per night (USD)VRBO
From $286 per night (USD)VRBO
Relax by the sea! 3-Bedroom cottage near top Cape Cod Beaches
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
In Dennis Port, you'll find a lovely CLEAN 2023 renovated (down to studs) 3-bedroom cottage that's within a short 6-minu ...
From $286 per night (USD)VRBO
From $2011 per night (USD)VRBO
Water views, private beach and spectacular sunsets from highest point in town.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This large, beautiful home is the perfect place to stay for your next beach vacation: whether you’re hosting a big group ...
From $2011 per night (USD)VRBO
From $233 per night (USD)VRBO
The Soundings Seaside Resort, 1BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Sou ...
From $233 per night (USD)VRBO
From $335 per night (USD)VRBO
Private Pool Near Pleasant Bay Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
NEW LISTING - Cozy Cottage, Air Conditioning, Private Pool, Under 300 Steps to Pleasant Bay Beach Within one of South O ...
From $335 per night (USD)VRBO
From $385 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 $385 per night (USD)VRBO
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July 4th on The Cape w/Pool & Private Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
July 4th Vacation on the Cape This studio unit offers an ocean and pool view and is conveniently located within walking ...
Click For PricingVRBO
From $475 per night (USD)VRBO
Joe's Beach Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beach is at the end of the dead end road! Very Cute romantic cape cottage! Inside: Queen bed, dresser, couch, new kit ...
From $475 per night (USD)VRBO
From $404 per night (USD)VRBO
Walking distance to restaurants, bars, shops, and 9/10 to beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
1900 renovated Farmhouse on the first floor and a separate apartment on the second floor. You'll have the entire main fl ...
From $404 per night (USD)VRBO
From $1225 per night (USD)Expedia
Newly renovated . Walk to sandy association beach. RPMS090
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Michelle Sylvia rental collection home. Great location and new for 2022 rental season. Steps to a sandy beach! Sit ...
From $1225 per night (USD)Expedia
From $1063 per night (USD)VRBO
PRIVATE WATERFRONT on Pleasant Bay. Perfect for families
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Waterfront home with gorgeous views across Pleasant Bay. Watch the boats sail by from your sunny deck & soak in the br ...
From $1063 per night (USD)VRBO
From $321 per night (USD)VRBO
Pondfront. Newly Renovated Carriage House. Canoe, kayaks, deck, outdoor shower..
- Bedrooms:
- 0
- Bathrooms:
- 2
- Sleeps:
- 6
**New in 2024 - outdoor shower and sauna**. This antique carriage barn – completely renovated in 2018 – is situated on ...
From $321 per night (USD)VRBO
From $1725 per night (USD)VRBO
Royal Retreat: 935-C Renovated Luxury Chatham Home with Pool & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties Renovated Luxury Chatham Home with Pool & Hot Tub Ho ...
From $1725 per night (USD)VRBO
From $884 per night (USD)VRBO
Welcome to On The Hook - Escape to this stunning Cap cottage just a short walk to private beaches.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to "On The Hook" Escape to this stunningly renovated Cape Cod cottage, perfectly situated just a short walk fro ...
From $884 per night (USD)VRBO
From $404 per night (USD)VRBO
Sea Shell Cottage - central air - walk to Swan Pond. Pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Sea Shell Cottage. Lovingly renovated while still retaining the true Cape cottage. **You must bring linens a ...
From $404 per night (USD)VRBO
From $428 per night (USD)VRBO
Lovely Cape Cottage Home < 1 mile to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Relax at this charming South Chatham coastal retreat! Situated just 0.8 miles to Forest Beach & close proximity to the C ...
From $428 per night (USD)VRBO
From $371 per night (USD)VRBO
Robin's Nest - Dog Friendly Chatham 4 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This home is represented by Nauset Rental, a local vacation rental management company. Beautiful, spacious 4 bedroom, 2 ...
From $371 per night (USD)VRBO
From $1120 per night (USD)VRBO
Spacious home with private pond beach, steps from the rail trail
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
A beautiful and spacious home with private, sandy beachfront on Brewster's Sheep Pond. A wonderful spot for families to ...
From $1120 per night (USD)VRBO
From $611 per night (USD)VRBO
Private Home Nestled Among the Cape Pines (2274)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Abutting conservation land, nestled among the Cape Cod pine trees protected from the wind in its encompassing valley, th ...
From $611 per night (USD)VRBO
From $348 per night (USD)VRBO
Steps to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy Summer cottage just steps from Sea Street Beach. Walkable to wonderful breakfast spots and the famous Sundae School ...
From $348 per night (USD)VRBO
From $529 per night (USD)VRBO
Vacation Station: 116-BG Heated Pool, Newly Furnished, Fresh Water Pond Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This home is professionally managed by Pretty Picky Properties Heated Pool, Newly Furnished, Fresh Water Pond Access S ...
From $529 per night (USD)VRBO
From $155 per night (USD)VRBO
NICE, BRIGHT, 2ND FLOOR APARTMENT IDEAL FOR TWO
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Nice, bright, 2nd floor apartment within walking distance to center & beach. 650 sq. ft. apartment consisting of bedroom ...
From $155 per night (USD)VRBO
From $314 per night (USD)VRBO
Close to Bike Path 1 Mile to Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 16673 - Mayflower Retreat: Close to Bike Path 1 Mile to Beaches! The Space: A quick pedal from the Cape Cod Ra ...
From $314 per night (USD)VRBO
From $972 per night (USD)VRBO
Brand new Ocean Heights Condominium offering waterfront living at its best with a private beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nantucket Sound Dream! New Tri-Level Ocean Heights Condominium Offering Waterfront Living at Its Best with Private Beach ...
From $972 per night (USD)VRBO
From $379 per night (USD)VRBO
NEW LISTING Peace and Quiet Pond Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Watch the sunset Mill Pond. Surrounded by nature the tranquility is perfection. Just minutes to Chatham Light, Cockle Co ...
From $379 per night (USD)VRBO
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Brewster Cape Cod lakefront/private beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely home is located right on Seymour Pond and has it's own beach and dock It is on a quiet dead end street It is ...
Click For PricingExpedia
From $1077 per night (USD)VRBO
Gorgeous, Modern, Dog Friendly Chatham 4 Bedroom with Central AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This home is represented by Nauset Rental, a local vacation rental management company. Gorgeous, modern beach house out ...
From $1077 per night (USD)VRBO
From $296 per night (USD)VRBO
Escape to Cape Cod in Our Quaint Cottage - Casa 72
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Cape Cod in this quaint cottage walking distance from private beach! Relax with the whole family at this peace ...
From $296 per night (USD)VRBO