Oceanfront Rentals in Squibnocket Pond, MA: Compare 10+ Sites & Save

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  5.  Squibnocket Pond

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61 Best Oceanfront Rentals in Squibnocket Pond (Starting from $342)

Peaceful Chilmark Farmhouse by Menemsha Beach
Peaceful Chilmark Farmhouse by Menemsha Beach
House
Chilmark, MA, USA
4.7k from Squibnocket Pond center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms10 Guests
New to Booking
$483
Average price / night
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Estate Guesthouse ~ Glorious Water Views ~ 2 Private Beaches!
Estate Guesthouse ~ Glorious Water Views ~ 2 Private Beaches!
House
Chilmark, MA, 02535, United States
1.1k from Squibnocket Pond center

Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
9.6

Exceptional

32 reviews

$698
Average price / night
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Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches
Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches
House
Chilmark, MA, 02535, United States
1.1k from Squibnocket Pond center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
10.0

Exceptional

25 reviews

$1563
Average price / night
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Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views
Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views
House
Chilmark, MA, 02535, United States
1.2k from Squibnocket Pond center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

13 reviews

$929
Average price / night
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CHILMARK WATERFRONT WITH PRIVATE DOCK
CHILMARK WATERFRONT WITH PRIVATE DOCK
House
Chilmark, MA, 02535, United States
1.6k from Squibnocket Pond center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$4073
Average price / night
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Classic  Modern House on its Own Point of Land with Astounding Views
Classic Modern House on its Own Point of Land with Astounding Views
House
Chilmark, MA, 02535, United States
1.8k from Squibnocket Pond center

Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms11 Guests
10.0

Exceptional

13 reviews

$1144
Average price / night
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Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach
Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach
House
Aquinnah, MA, 02535, United States
1.9k from Squibnocket Pond center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

89 reviews

$511
Average price / night
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Quiet Aquinnah Escape—Private Ocean Beach Access—Kayaks—Walk to Menemsha Pond
Quiet Aquinnah Escape—Private Ocean Beach Access—Kayaks—Walk to Menemsha Pond
House
Aquinnah, MA, 02535, United States
2.1k from Squibnocket Pond center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

3 Bedrooms8 Guests
10.0

Exceptional

60 reviews

$522
Average price / night
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Beautiful Aquinnah Retreat
Beautiful Aquinnah Retreat
House
Aquinnah, MA, 02535, United States
2.4k from Squibnocket Pond center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1519
Average price / night
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Walk to Beach Beautiful Ocean Views
Walk to Beach Beautiful Ocean Views
House
Aquinnah, MA, 02535, United States
2.6k from Squibnocket Pond center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms14 Guests
10.0

Exceptional

5 reviews

$817
Average price / night
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Stunning Location, Oceanfront Home Chilmark
Stunning Location, Oceanfront Home Chilmark
House
Chilmark, MA, 02535, United States
2.9k from Squibnocket Pond center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms8 Guests
New to Booking
$3654
Average price / night
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Ocean View, Walk to Beach, Dog Friendly
Ocean View, Walk to Beach, Dog Friendly
House
Aquinnah, MA, 02535, United States
3.0k from Squibnocket Pond center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Heater, Internet, Kitchen

4 Bedrooms9 Guests
New to Booking
$1081
Average price / night
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Private beach compound. Please do not book without contacting the host
Private beach compound. Please do not book without contacting the host
House
Chilmark, MA, 02535, United States
3.4k from Squibnocket Pond center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms6 Guests
New to Booking
$6680
Average price / night
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Pet-Friendly Historic Chilmark House
Pet-Friendly Historic Chilmark House
House
Chilmark, MA, 02535, United States
3.4k from Squibnocket Pond center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$781
Average price / night
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Menemsha Pond waterfront   Available July 18-25, 2026 BOOK NOW!!
Menemsha Pond waterfront Available July 18-25, 2026 BOOK NOW!!
House
Chilmark, MA, 02535, United States
3.6k from Squibnocket Pond center

Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1421
Average price / night
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Aquinnah Skye Ln:Private Custom Post & Beam,Walk to Beach,Water View,Central A/C
Aquinnah Skye Ln:Private Custom Post & Beam,Walk to Beach,Water View,Central A/C
House
Aquinnah, MA, 02535, United States
3.8k from Squibnocket Pond center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

10 reviews

$1641
Average price / night
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Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach
House
Aquinnah, MA, 02535, United States
3.8k from Squibnocket Pond center

AC, Dryer, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms7 Guests
5.8

Review score

7 reviews

$515
Average price / night
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Exceptional home w/ AC, modern amenities, private & peaceful, walk to beach.
Exceptional home w/ AC, modern amenities, private & peaceful, walk to beach.
House
Aquinnah, MA, 02535, United States
3.8k from Squibnocket Pond center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$925
Average price / night
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Water-view home with large deck, balcony, enclosed sunroom & peaceful location
Water-view home with large deck, balcony, enclosed sunroom & peaceful location
House
Aquinnah, MA, 02535, United States
3.9k from Squibnocket Pond center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$606
Average price / night
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Modern beach house - Walking distance to Philbin Beach
Modern beach house - Walking distance to Philbin Beach
House
Aquinnah, MA, 02535, United States
4.0k from Squibnocket Pond center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

32 reviews

$635
Average price / night
Check Availability
 Ocean Views: Every Room - Walk to Ocean Beach, Dog Friendly \n
Ocean Views: Every Room - Walk to Ocean Beach, Dog Friendly \n
House
Aquinnah, MA, 02535, United States
4.0k from Squibnocket Pond center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms7 Guests
10.0

Exceptional

31 reviews

$1360
Average price / night
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Classic Vineyard Summer Cottage; Private Waterfront Access; Menemsha Pond Views.
Classic Vineyard Summer Cottage; Private Waterfront Access; Menemsha Pond Views.
Cottage
Chilmark, MA, 02535, United States
4.1k from Squibnocket Pond center

Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$584
Average price / night
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New Rates! Ocean Views! Lovely Secluded Home, Short Walk To Spectacular Beach!
New Rates! Ocean Views! Lovely Secluded Home, Short Walk To Spectacular Beach!
House
Aquinnah, MA, 02535, United States
4.1k from Squibnocket Pond center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms7 Guests
10.0

Exceptional

13 reviews

$809
Average price / night
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Luxury Home in Exclusive Aquinnah
Luxury Home in Exclusive Aquinnah
House
Aquinnah, MA, 02535, United States
4.1k from Squibnocket Pond center

Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$1203
Average price / night
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Spectacular Newly Renovated Home in Menemsha
Spectacular Newly Renovated Home in Menemsha
House
Chilmark, MA, 02535, United States
4.1k from Squibnocket Pond center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms10 Guests
10.0

Exceptional

31 reviews

$884
Average price / night
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Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
House
Chilmark, MA, 02535, United States
4.1k from Squibnocket Pond center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

28 reviews

$409
Average price / night
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Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.
Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.
House
Chilmark, MA, 02535, United States
4.1k from Squibnocket Pond center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms3 Guests
10.0

Exceptional

57 reviews

$342
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Squibnocket Pond.

Squibnocket Pond Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 61 verified oceanfront rentals in Squibnocket Pond. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Squibnocket Pond vary depending on the property size, exact beachfront location, and season. Rates typically start from around $342 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Squibnocket Pond offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Squibnocket Pond welcome pets. Currently, 24 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Squibnocket Pond often include features designed for a comfortable coastal stay, such as Ocean View, View, and Oceanfront. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.