Goose Pond Rentals
From $452 per night (USD)VRBO
Cape Escape - Two Bedroom, Two Bathroom Near Beaches and Cycling
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
2 Bedroom- 2 Bath- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $452 per night (USD)VRBO
From $431 per night (USD)Expedia
Chatham Cape Cod Near Bike Trail, 1 Mile to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to a classic coastal getaway at this charming Chatham vacation rental. Located 1 mile from the shore and steps f ...
From $431 per night (USD)Expedia
From $1346 per night (USD)VRBO
Chatham Compound + Carriage House - Huge yard, Game Room, Kayaks, Sleeps 10
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Newly Listed to VRBO. Also listed on Airbnb, with 37 reviews and a 4.97 star rating! This beautiful family home is ever ...
From $1346 per night (USD)VRBO
From $1015 per night (USD)Expedia
41 Poolside: 041-CS Coastal Retreat in Chatham – Modern Comfort & New Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This property is professionally managed by Pretty Picky Properties. NEW Listing for 2025! Sleeps 6 Linens i ...
From $1015 per night (USD)Expedia
From $713 per night (USD)VRBO
Like new with nautical theme!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Modern nautical-themed decor abounds in this newly renovated, freshly painted Cape located in West Chatham. On a quiet ...
From $713 per night (USD)VRBO
From $2739 per night (USD)Expedia
Chatham Gem with Pool & High-End Style RPAM104
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
NEW FOR THE 2025 SEASON! Welcome to your perfect Cape Cod getaway in the heart of Chatham! This stunning 4-bedroom, 3.5- ...
From $2739 per night (USD)Expedia
From $608 per night (USD)VRBO
18 Bearberry Lane South Chatham - Rhododendron Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $608 per night (USD)VRBO
From $406 per night (USD)Expedia
Chatham Home w\/ Spacious Deck: 2 Mi to Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
Experience beachside bliss in Cape Cod when you stay at this 4-bedroom, 3-bath South Chatham vacation rental! This home ...
From $406 per night (USD)Expedia
From $474 per night (USD)VRBO
Charming home with access to CC Rail Trail!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Charming three-bedroom home in quiet neighborhood! One floor living, this home offers a queen bed in each of the three ...
From $474 per night (USD)VRBO
From $1024 per night (USD)Expedia
Wonderful dog-friendly rental close to downtown Chatham and Oyster Pond Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wonderful dog friendly rental for the whole family, with access path to a private beach deeded at White's Pond! Close to ...
From $1024 per night (USD)Expedia
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Beautiful 3 bedroom Cape with spacious deck and hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Lovely modern 3 bedroom home, located on a quiet cul-de-sac is the perfect place for a family vacation. Hop on the bike ...
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From $565 per night (USD)Expedia
5 Bedroom Chatham Retreat on Quiet Street
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious 5 bedroom home in a great location in Chatham! This home can comfortably accommodate your entire family. Beauti ...
From $565 per night (USD)Expedia
From $532 per night (USD)VRBO
Classic, airy Chatham cottage minutes from beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
**House is cleaned, disinfected & aired out between guests** Welcome to Cranberry Cottage, a cozy 2 BR, 1 BA cottage ce ...
From $532 per night (USD)VRBO
From $519 per night (USD)Expedia
Charming two year old 3Bd Rm 4 bath home .6mi to Ridgevale Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Newly built home, app 2900 sq feet, The 1st floor includes a master bedroom with private bath with tub/shower, king siz ...
From $519 per night (USD)Expedia
Click For PricingVRBO
🐶 Dog Friendly Fenced in Yard! 3\/2 🏠 1.1 mi to 🏝 WIFI - perfect fall rental!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Modern 3 bedroom, 2 full bath ranch style home located in Chatham! 1/10th of a mile to Old Colony Bike path and 1.1 mile ...
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From $646 per night (USD)Expedia
Waterfront on Pond w\/ Private Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: 16664 - Family Tides: Waterfront on Pond w/ Private Beach! The Space: This beautiful waterfront property, loca ...
From $646 per night (USD)Expedia
Click For PricingVRBO
Spacious Cape - Large Private Backyard, 3 Decks!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
All bathrooms and kitchens recently renovated. Fast 1GB internet, full cable, multiple living areas, work from home frie ...
Click For PricingVRBO
From $527 per night (USD)Expedia
Charming colonial gem with multiple decks, gas grill, patio, and central AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Chatham Charmer Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $527 per night (USD)Expedia
From $763 per night (USD)VRBO
Serene home near downtown with furnished deck - walk to Ridgevale Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy Cape Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $763 per night (USD)VRBO
From $1226 per night (USD)Expedia
Royal Retreat: 935-C Renovated Luxury Chatham Home with Pool & Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties Renovated Luxury Chatham Home with Pool & Hot Tub Ho ...
From $1226 per night (USD)Expedia
From $305 per night (USD)VRBO
Walk to the warm waters of Nantucket sound 3B\/2B home CA, W & D, all amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three bedroom, two bath home 1/2 mile walk to Ridgevale Beach. Home includes central air, color cable, wi-fi, washer a ...
From $305 per night (USD)VRBO
From $893 per night (USD)Expedia
Robin's Nest - Dog Friendly Chatham 4 Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This home is represented by Nauset Rental, a local vacation rental management company. Beautiful, spacious 4 bedroom, 2 ...
From $893 per night (USD)Expedia
From $760 per night (USD)VRBO
Beautiful Chatham
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This property is located in the Ryder's Cove area of Chatham MA. The main house consist of 2 bedrooms on the upper leve ...
From $760 per night (USD)VRBO
From $443 per night (USD)Expedia
Centrally Located Beach Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Classic Cape Cod style home .2 miles from marsh and .5 miles walk to full service Harding beach offering endless activit ...
From $443 per night (USD)Expedia
From $509 per night (USD)VRBO
Spacious renovated home, close to Chatham Beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to your perfect Cape Cod getaway! Nestled right on the Chatham/Harwich line, this spacious home offers the best ...
From $509 per night (USD)VRBO
From $1250 per night (USD)Expedia
New 2025 Chatham Hideaway - Peaceful Woodland Overlooking Minister's Pond
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Chatham Hideaway! This sprawling estate, surrounded by woodland and lush gardens, offers a private setting fo ...
From $1250 per night (USD)Expedia
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. This cozy home offers ...
From $369 per night (USD)VRBO
From $368 per night (USD)Expedia
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 $368 per night (USD)Expedia
Click For PricingVRBO
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 $1222 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 $1222 per night (USD)Expedia
From $1880 per night (USD)VRBO
Large, beautiful home with extraordinary design features and bonus rooms galore
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This large, gorgeous home is perfect for entertaining, set on an acre of land with a private yard and large patio. The h ...
From $1880 per night (USD)VRBO
From $461 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 $461 per night (USD)Expedia
From $1138 per night (USD)VRBO
Gorgeous, Modern, Dog Friendly Chatham 4 Bedroom with Central AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This home is represented by Nauset Rental, a local vacation rental management company. Gorgeous, modern beach house out ...
From $1138 per night (USD)VRBO