Family-Friendly Vacation Rentals in Cottage Museum, MA: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
  3.  USA

  4.  Massachusetts

  5.  Oak Bluffs
  6.  Cottage Museum

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324 Best Family Vacation Rentals in Cottage Museum (Starting from $153)

The Attleboro House
The Attleboro House
House
Cottage Museum, Oak Bluffs, Massachusetts, USA
0.1k from Cottage Museum center

B&bs, Cheap, Accommodations, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay, Family

4 Bedrooms2 Guests
8.6

Fabulous

30 reviews

$205
Average price / night
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Spacious Home - 1500 ft from Beach & Circuit Ave
Spacious Home - 1500 ft from Beach & Circuit Ave
Cottage
Oak Bluffs, MA, 02557, United States
0.1k from Cottage Museum center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$816
Average price / night
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Victorian by the Sea
Victorian by the Sea
House
Oak Bluffs, MA, USA
0.3k from Cottage Museum center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

6 Bedrooms12 Guests
8.0

Good

1 reviews

$834
Average price / night
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The Island Collection MV: Charming Cottage Located In Heart Of Oak Bluffs
The Island Collection MV: Charming Cottage Located In Heart Of Oak Bluffs
Cottage
Oak Bluffs, MA, 02557, United States
0.2k from Cottage Museum center

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

2 Bedrooms4 Guests
10.0

Exceptional

46 reviews

$674
Average price / night
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The Samoset
The Samoset
House
Cottage Museum, Oak Bluffs, Massachusetts, USA
0.4k from Cottage Museum center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

4 Bedrooms8 Guests
5.5

Review score

2 reviews

$505
Average price / night
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The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!
The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!
House
Oak Bluffs, MA, 02557, United States
0.2k from Cottage Museum center

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

7 Bedrooms14 Guests
10.0

Exceptional

34 reviews

$1828
Average price / night
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Birds of Paradise
Birds of Paradise
House
Oak Bluffs, MA, USA
0.5k from Cottage Museum center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$448
Average price / night
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Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Condo
Oak Bluffs, MA, 02557, United States
0.2k from Cottage Museum center

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

2 Bedrooms4 Guests
9.6

Exceptional

17 reviews

$624
Average price / night
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Charming 3-Bedroom Home in the Heart of Oak Bluffs
Charming 3-Bedroom Home in the Heart of Oak Bluffs
House
Oak Bluffs, MA, USA
0.5k from Cottage Museum center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Lake houses

1 Bedroom6 Guests
New to Booking
$643
Average price / night
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Beach, Town, Tennis, Pickleball - Central AC
Beach, Town, Tennis, Pickleball - Central AC
House
Oak Bluffs, MA, 02557, United States
0.3k from Cottage Museum center

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

6 Bedrooms15 Guests
9.6

Exceptional

26 reviews

$893
Average price / night
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Seabreeze Retreat
Seabreeze Retreat
House
Oak Bluffs, MA, USA
0.5k from Cottage Museum center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$655
Average price / night
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Completely  renovated, air conditioned cottage close to the beach. Dog friendly.
Completely renovated, air conditioned cottage close to the beach. Dog friendly.
Cottage
Oak Bluffs, MA, 02557, United States
0.3k from Cottage Museum center

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

3 Bedrooms6 Guests
10.0

Exceptional

42 reviews

$902
Average price / night
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TumbleINN
TumbleINN
House
Oak Bluffs, MA, USA
0.5k from Cottage Museum center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$497
Average price / night
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Walk to OB Restaurants, Shopping, Harbor & Beaches! Perfect Location, large yard
Walk to OB Restaurants, Shopping, Harbor & Beaches! Perfect Location, large yard
House
Oak Bluffs, MA, 02568, United States
0.3k from Cottage Museum center

Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$837
Average price / night
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Oak Bluffs Cottage
Oak Bluffs Cottage
House
Oak Bluffs, MA, USA
0.5k from Cottage Museum center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

3 Bedrooms6 Guests
7.8

Good

6 reviews

$153
Average price / night
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Vacation In This Historic And Luxurious Martha's Vineyard Home
Vacation In This Historic And Luxurious Martha's Vineyard Home
House
Oak Bluffs, MA, 02557, United States
0.4k from Cottage Museum center

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

7 Bedrooms14 Guests
9.2

Superb

7 reviews

$2904
Average price / night
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Gingerbread Dream
Gingerbread Dream
House
Oak Bluffs, MA, USA
0.6k from Cottage Museum center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
7.5

Good

2 reviews

$553
Average price / night
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Air conditioned Oak Bluffs WATERVIEW Victorian. steps from beach. BIG porch.
Air conditioned Oak Bluffs WATERVIEW Victorian. steps from beach. BIG porch.
House
Oak Bluffs, MA, 02557, United States
0.4k from Cottage Museum center

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

6 Bedrooms13 Guests
10.0

Exceptional

8 reviews

$1232
Average price / night
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Marthas Vineyard Home Walk to Oak Bluffs Beach!
Marthas Vineyard Home Walk to Oak Bluffs Beach!
House
Vineyard Haven, MA, USA
0.6k from Cottage Museum center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$224
Average price / night
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Renovated Historic House \"The Legacy House\"
Renovated Historic House \"The Legacy House\"
House
Oak Bluffs, MA, 02557, United States
0.4k from Cottage Museum center

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

6 Bedrooms10 Guests
9.8

Exceptional

9 reviews

$769
Average price / night
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Sankofa House
Sankofa House
House
Oak Bluffs, MA, USA
0.6k from Cottage Museum center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms7 Guests
New to Booking
$782
Average price / night
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Modern Cottage Walk To Town & Beach
Modern Cottage Walk To Town & Beach
House
Oak Bluffs, MA, 02568, United States
0.5k from Cottage Museum center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$1217
Average price / night
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A BRILLANT WAY\nCentral Location To Beach/Shops/Restaurants/Arcade/Family Bowling
A BRILLANT WAY\nCentral Location To Beach/Shops/Restaurants/Arcade/Family Bowling
Condo
Oak Bluffs, MA, 02557, United States
0.5k from Cottage Museum center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

2 Bedrooms6 Guests
9.8

Exceptional

28 reviews

$594
Average price / night
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June 2026 Available! 6 Beds! Near Ocean Park, Inkwell, Ferry, Flying Horses
June 2026 Available! 6 Beds! Near Ocean Park, Inkwell, Ferry, Flying Horses
Cottage
Oak Bluffs, MA, 02568, United States
0.6k from Cottage Museum center

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

6 Bedrooms12 Guests
10.0

Exceptional

3 reviews

$709
Average price / night
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Gorgeous home in Oak Bluffs
Gorgeous home in Oak Bluffs
House
Oak Bluffs, MA, 02557, United States
0.6k from Cottage Museum center

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

3 Bedrooms6 Guests
New to Booking
$949
Average price / night
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Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Condo
Oak Bluffs, MA, 02557, United States
0.6k from Cottage Museum center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

34 reviews

$504
Average price / night
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Within Walking Distance to Town, Beach & Parks, Enclosed yard with a new deck,
Within Walking Distance to Town, Beach & Parks, Enclosed yard with a new deck,
House
Oak Bluffs, MA, 02557, United States
0.6k from Cottage Museum center

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

5 Bedrooms12 Guests
9.6

Exceptional

22 reviews

$614
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 Family Vacation Rentals in Cottage Museum.

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Frequently Asked Questions

You can explore 324 verified family-friendly vacation rentals in Cottage Museum. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Cottage Museum vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $153 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Cottage Museum offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Cottage Museum are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Cottage Museum often include amenities such as Child Friendly, Laundry, and Balcony/Terrace. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.