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

Pinkwink Pond Rentals

From $399 per night (USD)
VRBO
Beautiful home near Jacknife Beach and bike trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This newly renovated home has 3 bedrooms and 2 1/2 baths,and is located in a nice quiet neighborhood. This home is centr ...
From $399 per night (USD)
VRBO
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Expedia
Stylish Cape in North Chatham ~ Walk to Private Neighborhood Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful cape in upscale Harbor Cove neighborhood. Recently renovated with all new furnishings and appliances. 4 BRs, 2 ...
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Expedia
From $375 per night (USD)
VRBO
Pet friendly home with central air (1998)
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This adorable PET FRIENDLY cape style home is located on a peaceful, residential, dead end road, close to two fresh wate ...
From $375 per night (USD)
VRBO
From $625 per night (USD)
Expedia
4 Bedrooms, 2 Baths, Sleeps 8-10
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Location! Location! Location! The “Woodford Reserve” for fun and respite! This is classic cape cod home with four bedro ...
From $625 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Walk to School House Pond in Chatham.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2500sq ft house is 8yrs old and offers all the toys including a hot tub, sauna, bikes and kayaks for guest use. Fro ...
From $300 per night (USD)
VRBO
From $944 per night (USD)
VRBO
Charming Waterfront House in Chatham
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Very private lakefront setting with spectacular views and private beach. Filled with Charm. It was the original Ice Hous ...
From $944 per night (USD)
VRBO
From $806 per night (USD)
VRBO
Lake front, Near Beach, AC, WiFi, Pet Friendly near Bike Path
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Bedroom - 2.5 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $806 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Pondfront cottage on Stillwater Pond
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Set your clocks back 50 years, and fish for your breakfast from your own dock or row-boat. This setting has been descri ...
From $412 per night (USD)
VRBO
From $1478 per night (USD)
VRBO
Perfect House to Enjoy Family & Friends!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Main house has 3 bedrooms 2 baths. Open floor plan is great for a big group. Apartment has a full kitchen, living area a ...
From $1478 per night (USD)
VRBO
From $1783 per night (USD)
Expedia
Updated Chatham Inn Home | Spacious Deck & Private Heated Pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Stepping Stones -- Old Chatham Inn Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $1783 per night (USD)
Expedia
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VRBO
Perfect Chatham Retreat | Access To Lovers Lake
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
*Cancellation policy at end of property description.* Enjoy your best days of summer at this 2BR + Bonus custom home ...
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VRBO
From $369 per night (USD)
Expedia
Waterfront Chatham Retreat w/ WiFi & Privacy
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 Bedroom- 1 Bath- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $369 per night (USD)
Expedia
From $548 per night (USD)
VRBO
Centrally located home with patio, a/c included, walking distance from town.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Centrally located vacation home with central air conditioning in an ideal location with 3 bedrooms, 2 full baths plus ...
From $548 per night (USD)
VRBO
From $879 per night (USD)
Expedia
Pet friendly and spacious home in quiet neighborhood!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Spacious three bedroom, two and half bath home in Riverbay offers plenty of living space on a 1/2 acre wooded corner lot ...
From $879 per night (USD)
Expedia
From $1001 per night (USD)
VRBO
Reuben Young House: Two 1st Floor King Master Suites. Close to Town & Beaches.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Charming circa 1820 antique newly renovated. close to downtown Chatham (1.5 miles). Close to Fish Pier, Ryders Cove, Oys ...
From $1001 per night (USD)
VRBO
From $551 per night (USD)
VRBO
Excellent Chatham Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This Chatham beauty is a Newly built cottage which is walking distance to Pleasant Bay and a short drive to town. A per ...
From $551 per night (USD)
VRBO
From $616 per night (USD)
VRBO
CHATHAM WATER FRONT/VIEW HOUSE FIRST TIME RENTAL
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Perfect vacation spot. Enjoy your vacation on this 3 bedroom 2 bath, Central air conditioned house bordering Emery Lake ...
From $616 per night (USD)
VRBO
From $709 per night (USD)
VRBO
Perfectly located, with central AC. 3BR, sleeps 6-8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our house has undergone a complete renovation with all new updates. The house has a complete master suite on the first ...
From $709 per night (USD)
VRBO
From $269 per night (USD)
VRBO
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE! CLOSE TO DOWNTOWN CHATHAM!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This adorable cottage is in an ideal location in West Chatham! Located on a quiet cul-de-sac with five other homes. A 5 ...
From $269 per night (USD)
VRBO
From $650 per night (USD)
Expedia
BEST OF ALL WORLDS! Beach, Lake, Town, Bike, and Comfort.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to Vivian's Hideaway! Experience all that Cape Cod has to offer in an amazing indoor and outdoor living space, n ...
From $650 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Perfect couples escape. Close to beaches, great biking & walking & pet friendly.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This open studio apartment is the perfect stay. Privacy, beach proximity, pet friendly and CLEAN. Lots to do and see in ...
From $376 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This North Chatham 4 BR home with central AC has plenty of room for families to spread out and enjoy a relaxing Chatham ...
From $347 per night (USD)
VRBO
$North Chatham - Charming \Stones Throw\ (2130)$
From $574 per night (USD)
VRBO
North Chatham - Charming \"Stones Throw\" (2130)
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located outside of downtown Chatham sits this charming four bedroom home, known as Stones Throw. This property features ...
From $574 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Quintessential Chatham Cottage by the Pond
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
If a true Cape Cod cottage is what you are looking for, your search ends here. Steps from Schoolhouse Pond, you can for ...
From $350 per night (USD)
Expedia
From $728 per night (USD)
VRBO
New July dates! Sun drenched Cape haven- spectacular deck, garden & patio!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Relax and revive in this airy, modern and beautifully appointed 2600 square ft. Cape Cod home in a lovely secluded neigh ...
From $728 per night (USD)
VRBO
From $683 per night (USD)
Expedia
Great Chatham Location w/ Hot Tub, Near Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 16650 - The Beach Buoys: Great Chatham Location w/ Hot Tub, Near Beach! The Space: Access to beaches, a quinte ...
From $683 per night (USD)
Expedia
From $673 per night (USD)
VRBO
Perfectly Content: Walk to Schoolhouse Pond
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
5 Bedroom- 3 Bathroom- Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $673 per night (USD)
VRBO
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Expedia
5 Bedroom Chatham Charmer RPAM012
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Located in the highly desirable town of Chatham, this five bedroom, three bath rental home will meet all your vacation n ...
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Expedia
From $1179 per night (USD)
VRBO
Large Chatham Rental w/ 5 Bedrooms w/ 5 Private Bathrooms RPAM007
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This stunning rental home is a vacationer’s dream! Easy and close access to the ponds, bike trails, conservation area a ...
From $1179 per night (USD)
VRBO
From $1151 per night (USD)
Expedia
WATERFRONT home close to Downtown Chatham!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Soak up the sun while enjoying the lush outdoor space at our waterfront home, Queen’s Quarters. Bring or rent a kayak or ...
From $1151 per night (USD)
Expedia
From $880 per night (USD)
VRBO
Luxurious Home with Pool & Game Room in Cape Cod
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Welcome to our newly listed vacation home in Chatham, Cape Cod! This spacious 4-bedroom/4.5-bathroom house is a haven fo ...
From $880 per night (USD)
VRBO
From $923 per night (USD)
VRBO
THE CHATHAM TREEHOUSE 7 minutes from the Village
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to the Treehouse, just 7 mins from the village of Chatham! This beautiful, private property is nestled in the wo ...
From $923 per night (USD)
VRBO
From $311 per night (USD)
VRBO
Bright home walking distance to Main Street with great patio, firepit & bikes
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Queen Anne Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $311 per night (USD)
VRBO
From $422 per night (USD)
Expedia
Cape Escape - Family-Friendly Chatham Retreat
Bedrooms:
2
Bathrooms:
2
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 $422 per night (USD)
Expedia
From $835 per night (USD)
VRBO
Chatham Compound + Carriage House - Huge yard, Game Room, Kayaks, Sleeps 10
Bedrooms:
4
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 $835 per night (USD)
VRBO
From $1064 per night (USD)
Expedia
Over The Horizon: 048-CH Updated Chatham home with access to private beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Updated Chatham home with access to private beach S ...
From $1064 per night (USD)
Expedia
From $1247 per night (USD)
VRBO
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 $1247 per night (USD)
VRBO
From $202 per night (USD)
VRBO
Newly renovated house 3 minutes to Wequassett Resort and 7 minutes to CBI.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax with the whole family at this peaceful place to stay. A stunning, fresh, contemporary home in Chatham! Perched upo ...
From $202 per night (USD)
VRBO
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VRBO
The Rose Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the enchanting Rose Cottage, a hidden gem nestled in the heart of Chatham, Massachusetts. This picturesque re ...
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VRBO
From $514 per night (USD)
Expedia
Poppy's Place: Cape Escape for Family & Friends
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
3 Bedroom - 3 Bath - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $514 per night (USD)
Expedia
Click For Pricing
VRBO
3-bedroom house in charming Chatham with WiFi, fitness room, AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This 3-bedroom house in Chatham is perfect for your escape to relaxation. With 1 king bed, 1 queen bed, and 4 twin beds, ...
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VRBO
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Expedia
Chatham Gem with Pool & High-End Style RPAM104
Bedrooms:
3
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- ...
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Expedia
From $787 per night (USD)
VRBO
NEW! Luxury Family Fun - Heated Pool, Hot Tub, Game Room, Walk to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to The Tide Watch - our luxurious retreat, perfect for families or a group of friends! This stunning home featur ...
From $787 per night (USD)
VRBO
From $434 per night (USD)
VRBO
Charming Chatham Bungalow- Minutes to Beaches and Downtown Chatham
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Book your Cape Cod escape where location, historic charm, and value unite! Our beautifully preserved and updated 1930s h ...
From $434 per night (USD)
VRBO
From $269 per night (USD)
VRBO
New listing! Cozy, fresh and clean 1-bedroom cottage with Pond access in Chatham
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This cozy 1-bedroom cottage in Chatham is the perfect retreat for a couple’s or solo getaway. 2 occupants only please. S ...
From $269 per night (USD)
VRBO
From $840 per night (USD)
VRBO
Spacious Lakefront Escape - Perfect for Families
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Welcome to our spacious lakefront home, perfect for families and large groups! With two master suites, four additional b ...
From $840 per night (USD)
VRBO
From $524 per night (USD)
VRBO
North Chatham Retreat – Renovated 3BR, 3.5BA + Bonus, 2900 Sq Ft
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Your North Chatham Retreat – A Perfect Cape Cod Getaway Located in scenic North Chatham and just minutes fro ...
From $524 per night (USD)
VRBO

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Pinkwink Pond Rentals

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Results: 47 Rentals