Family-Friendly Vacation Rentals in Rail Trail Bike Shop, MA: Compare 10+ Sites & Save

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  5.  Brewster
  6.  Rail Trail Bike Shop

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513 Best Family Vacation Rentals in Rail Trail Bike Shop (Starting from $243)

Relaxing Cape Getaway
Relaxing Cape Getaway
House
Brewster, MA, USA
0.4k from Rail Trail Bike Shop center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis, Places to stay

1 Bedroom6 Guests
7.8

Good

6 reviews

$349
Average price / night
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Escape to Brewster's charm, just a quick 6-min drive to Cape Cod Beaches
Escape to Brewster's charm, just a quick 6-min drive to Cape Cod Beaches
House
Brewster, MA, 02631, United States
0.6k from Rail Trail Bike Shop center

Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.2

Superb

32 reviews

$265
Average price / night
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John Hazelnut
John Hazelnut
House
Rail Trail Bike Shop, Brewster, Massachusetts, USA
0.6k from Rail Trail Bike Shop center

Air Conditioner, Parking, Balcony/Terrace, Kitchen, Laundry, Wheelchair Accessible, Internet

2 Bedrooms4 Guests
8.0

Good

1 reviews

$417
Average price / night
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Ocean Edge Luxury Condo,  Constantly Updated, Just steps to Arbor Pool
Ocean Edge Luxury Condo, Constantly Updated, Just steps to Arbor Pool
Condo
Brewster, MA, 02631, United States
0.8k from Rail Trail Bike Shop center

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

3 Bedrooms6 Guests
10.0

Exceptional

127 reviews

$644
Average price / night
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Close to Bayside Game Room w Pool Table
Close to Bayside Game Room w Pool Table
House
Brewster, MA, USA
0.8k from Rail Trail Bike Shop center

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

4 Bedrooms9 Guests
5.5

Review score

2 reviews

$499
Average price / night
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VILLA at Ocean Edge Endicott Village, GOLF PRIVILEGES AND VIEW. LINENS PROVIDED
VILLA at Ocean Edge Endicott Village, GOLF PRIVILEGES AND VIEW. LINENS PROVIDED
Villa
Brewster,, MA, 02631, United States
0.9k from Rail Trail Bike Shop center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms8 Guests
9.8

Exceptional

81 reviews

$553
Average price / night
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Sand, Shells & Sunsets
Sand, Shells & Sunsets
Apartment
Brewster, MA, USA
1.0k from Rail Trail Bike Shop center

Apartments, Accommodations, Pools, Lodgings, Hot tubs, Places to stay

2 Bedrooms6 Guests
6.0

Review score

1 reviews

$475
Average price / night
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Large Ocean Edge House - Sleeps 8. Pools, Pickleball & Golf
Large Ocean Edge House - Sleeps 8. Pools, Pickleball & Golf
House
Brewster, MA, 02631, United States
1.0k from Rail Trail Bike Shop center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$1092
Average price / night
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Sheep Pond Bow House
Sheep Pond Bow House
House
Brewster, MA, USA
1.0k from Rail Trail Bike Shop center

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

4 Bedrooms8 Guests
New to Booking
$299
Average price / night
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Cozy family retreat with kayaks, board games, AC, and beach access
Cozy family retreat with kayaks, board games, AC, and beach access
House
Brewster, MA, 02631, United States
1.0k from Rail Trail Bike Shop center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$861
Average price / night
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Peaceful Retreat on Chilton Lane
Peaceful Retreat on Chilton Lane
House
Brewster, MA, USA
1.0k from Rail Trail Bike Shop center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

2 Bedrooms5 Guests
New to Booking
$508
Average price / night
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Bright Brewster Beach House Short Walk to Beaches
Bright Brewster Beach House Short Walk to Beaches
House
Brewster, MA, 02631, United States
1.0k from Rail Trail Bike Shop center

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

3 Bedrooms8 Guests
New to Booking
$678
Average price / night
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Ocean Mandevilla
Ocean Mandevilla
Apartment
Brewster, MA, USA
1.0k from Rail Trail Bike Shop center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms6 Guests
8.2

Very Good

7 reviews

$453
Average price / night
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Water Views, Dog Friendly, Fire Pit in Brewster
Water Views, Dog Friendly, Fire Pit in Brewster
House
Brewster, MA, 02631, United States
1.2k from Rail Trail Bike Shop center

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

3 Bedrooms10 Guests
New to Booking
$576
Average price / night
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Full Sand Volleyball Court Walk to Pond
Full Sand Volleyball Court Walk to Pond
House
Brewster, MA, USA
1.3k from Rail Trail Bike Shop center

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

4 Bedrooms10 Guests
New to Booking
$759
Average price / night
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Charming 3-bedroom condo in Endicott Village at Ocean Edge Resort & Golf Club
Charming 3-bedroom condo in Endicott Village at Ocean Edge Resort & Golf Club
Condo
Brewster, MA, 02631, United States
1.3k from Rail Trail Bike Shop center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$715
Average price / night
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Heart of Brewster 5 Miles to Beach
Heart of Brewster 5 Miles to Beach
House
Brewster, MA, USA
1.4k from Rail Trail Bike Shop center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms7 Guests
9.3

Superb

3 reviews

$548
Average price / night
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Beautifully decorated Brewster Home
Beautifully decorated Brewster Home
House
Brewster, MA, 02631, United States
1.3k from Rail Trail Bike Shop center

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

4 Bedrooms8 Guests
9.2

Superb

11 reviews

$866
Average price / night
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The Condo at Ocean Edge
The Condo at Ocean Edge
Apartment
Brewster, MA, USA
1.4k from Rail Trail Bike Shop center

Apartments, Accommodations, Lodgings, Places to stay, Condos

1 Bedroom4 Guests
7.3

Good

3 reviews

$408
Average price / night
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Beautiful condo at Ocean Edge
Beautiful condo at Ocean Edge
Condo
Brewster, MA, 02631, United States
1.3k from Rail Trail Bike Shop center

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

2 Bedrooms6 Guests
9.0

Fabulous

9 reviews

$373
Average price / night
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Cape Cod Cottage with Fire Pit - Walk to Beach!
Cape Cod Cottage with Fire Pit - Walk to Beach!
House
Brewster, MA, USA
1.4k from Rail Trail Bike Shop center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$243
Average price / night
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Peaceful Haven, Brewster Walk to The Brewster Store & Breakwater Beach
Peaceful Haven, Brewster Walk to The Brewster Store & Breakwater Beach
House
Brewster, MA, 02631, United States
1.4k from Rail Trail Bike Shop center

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

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$557
Average price / night
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Immaculately Clean - Continually  Updated – Ocean Edge
Immaculately Clean - Continually Updated – Ocean Edge
Condo
Brewster, MA, 02631, United States
1.4k from Rail Trail Bike Shop center

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

2 Bedrooms6 Guests
9.8

Exceptional

41 reviews

$341
Average price / night
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Classic Cape: Huge Yard, Walk to Beaches, Brewster Flats, Restaurants & Bars
Classic Cape: Huge Yard, Walk to Beaches, Brewster Flats, Restaurants & Bars
House
Brewster, MA, 02631, United States
1.4k from Rail Trail Bike Shop center

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

4 Bedrooms10 Guests
10.0

Exceptional

23 reviews

$658
Average price / night
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Family Friendly Home on Cobbs Pond and 100 yards from Cape Cod Bay in Brewster!
Family Friendly Home on Cobbs Pond and 100 yards from Cape Cod Bay in Brewster!
House
Brewster, MA, 02631, United States
1.5k from Rail Trail Bike Shop center

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

4 Bedrooms8 Guests
9.0

Fabulous

4 reviews

$436
Average price / night
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Brewster Green Resort
Brewster Green Resort
Apartment
203 Lund Farm Way, Brewster, MA, 02631, United States
1.5k from Rail Trail Bike Shop center

AC, Barbecue, Fireplace, Fitness Equipment, Free Parking, Hot Tub, Internet, Kids Pool, Kitchen

2 Bedrooms6 Guests
9.4

Superb

128 reviews

$262
Average price / night
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Charming, private, quiet, with A/C, family friendly townhouse at Ocean Edge
Charming, private, quiet, with A/C, family friendly townhouse at Ocean Edge
House
Brewster, MA, 02631, United States
1.5k from Rail Trail Bike Shop center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms5 Guests
10.0

Exceptional

64 reviews

$433
Average price / night
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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 Rail Trail Bike Shop.

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Frequently Asked Questions

You can explore 513 verified family-friendly vacation rentals in Rail Trail Bike Shop. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Rail Trail Bike Shop vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $243 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Rail Trail Bike Shop 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 Rail Trail Bike Shop 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 Rail Trail Bike Shop often include amenities such as Child Friendly, Fireplace/Heating, and Laundry. 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.