
Cape Cod Rail Trail, Brewster
10/19 – 10/31
$354/nighttotal: $4248 (12 )
Beautiful Home Close To Ponds And Beach!
3 4apartment , Brewster
This Brewster seaside vacation home sits 0.2 miles from Sheep Pond and within 3 miles of attractions like Nickerson State Park and the Rail Trail Bike Shop.
This 1690-square-foot property features three bedrooms, two bathrooms, and accommodates eight guests, boasting a fully equipped kitchen, private yard, balcony, and barbecue grills.
This 1690-square-foot property features three bedrooms, two bathrooms, and accommodates eight guests, boasting a fully equipped kitchen, private yard, balcony, and barbecue grills.

Cape Cod Rail Trail, Brewster
10/19 – 10/31
$263/nighttotal: $3156 (12 )
Brewster Roost, In Villages Of Ocean Edge Resort
1 4apartment , Brewster
This two-bedroom, one-bathroom condo rental in Brewster, Massachusetts, is located within the Ocean Edge Resort, an eight-minute drive from area beaches and near a private horse farm and the Cape Cod Rail Trail.
The 1,100-square-foot, two-story unit sleeps five with two queen beds, two twin beds, and two sleeper sofas; amenities include a fully equipped kitchen, in-unit laundry, resort access to pools, hot tubs, a fitness center, and complimentary shuttle service during peak season.
The 1,100-square-foot, two-story unit sleeps five with two queen beds, two twin beds, and two sleeper sofas; amenities include a fully equipped kitchen, in-unit laundry, resort access to pools, hot tubs, a fitness center, and complimentary shuttle service during peak season.

Cape Cod Rail Trail, Brewster
10/19 – 10/31
$281/nighttotal: $3372 (12 )
Cozy Cape Condo Minutes From Brewster Beaches
2 4apartment , Brewster
This Brewster condo, located on the Ocean Edge Resort Golf Course, offers easy access to Breakwater Beach and Crosby Landing Beach, plus proximity to restaurants like The Brewster Fish House.
The 2-bedroom, 2-bathroom unit sleeps 6, features a fully equipped kitchen, patio overlooking the golf course, beach gear, and a 55-inch 4K Samsung TV with streaming services.
The 2-bedroom, 2-bathroom unit sleeps 6, features a fully equipped kitchen, patio overlooking the golf course, beach gear, and a 55-inch 4K Samsung TV with streaming services.

Cape Cod Rail Trail, Brewster
10/12 – 10/22
$287/nighttotal: $2870 (10 )
The Drake Cottage - Brewster Beach Getaway
1 2apartment , Brewster
The Drake Cottage, a two-bedroom house rental, is located on Route 6A in Brewster, Massachusetts, less than a mile from Drummer Boy Park, the Cape Cod Museum of Natural History, and Paine's Creek Beach.
This family-friendly vacation home sleeps seven, boasts a fully remodeled kitchen with modern appliances, a large backyard with a fire pit and picnic table, and features flat-screen TVs and Apple TVs in each bedroom and the living room.
This family-friendly vacation home sleeps seven, boasts a fully remodeled kitchen with modern appliances, a large backyard with a fire pit and picnic table, and features flat-screen TVs and Apple TVs in each bedroom and the living room.

Cape Cod Rail Trail, Brewster
10/12 – 10/22
$283/nighttotal: $2830 (10 )
Private Brewster Beachfront Guest Cottage
1 2apartment , Brewster
This Brewster guesthouse, a short drive from Cape Cod's attractions and restaurants, boasts a private beachfront location just 120 feet from a white sand beach.
The pet-friendly cottage offers a cozy open-plan layout sleeping two, complete with a full kitchen, private deck, charcoal grill, and beach chairs/towels.
The pet-friendly cottage offers a cozy open-plan layout sleeping two, complete with a full kitchen, private deck, charcoal grill, and beach chairs/towels.

Cape Cod Rail Trail, Brewster
10/12 – 10/22
$372/nighttotal: $3720 (10 )
Charming Second-floor Retreat With A Full Kitchen And Balcony View
2 2apartment , Brewster
This two-bedroom condo in Brewster is located within the Ocean Edge Resort Golf Course, 1.4 miles from Ellis Landing Beach and a short drive to Provincetown and the National Seashore.
This family-friendly 950 sq ft unit accommodates up to six guests with two bathrooms, an open-concept living space, and access to resort amenities including pools and a fitness center with a paid amenities pass.
This family-friendly 950 sq ft unit accommodates up to six guests with two bathrooms, an open-concept living space, and access to resort amenities including pools and a fitness center with a paid amenities pass.

Cape Cod Rail Trail, Brewster
10/19 – 10/31
$306/nighttotal: $3672 (12 )
Water Front Pond House - 3 Acre Cape Cod Sanctuary
3 4apartment , Brewster
This Brewster apartment is just 5 minutes from Bayside beaches and a short drive from Chatham, Harwich Port, and Orleans. The apartment has earned excellent ratings for its cleanliness, location, and overall user experience.
The apartment has 3 bedrooms and 1 bathroom, comfortably accommodating up to 8 guests. Enjoy a private dock and beach area on a freshwater pond, a screened porch, a stone-lined fire pit, and a gas grill for outdoor dining.
The apartment has 3 bedrooms and 1 bathroom, comfortably accommodating up to 8 guests. Enjoy a private dock and beach area on a freshwater pond, a screened porch, a stone-lined fire pit, and a gas grill for outdoor dining.

Cape Cod Rail Trail, Brewster
10/12 – 10/22
$229/nighttotal: $2290 (10 )
Charming Cape Cottage In Brewster
1 2cottage , Brewster
This charming cottage is conveniently located in Brewster, just a short walk from the beach, shops, and restaurants, and right on the bike trail. The cottage has earned excellent ratings for its location, cleanliness, and overall experience.
This cozy cottage offers one bedroom and one bathroom, perfect for singles, couples, or small families. The cottage features a fully equipped kitchen, a private patio, and a gas grill, providing everything you need for a comfortable and enjoyable stay.
This cozy cottage offers one bedroom and one bathroom, perfect for singles, couples, or small families. The cottage features a fully equipped kitchen, a private patio, and a gas grill, providing everything you need for a comfortable and enjoyable stay.

Cape Cod Rail Trail, Brewster
10/19 – 10/31
$230/nighttotal: $2760 (12 )
Songbird Studio- Secluded But Close To Everything!
1 4apartment , Brewster
This 600-square-foot studio apartment is located on the north side of Route 6A in Brewster, Massachusetts, within walking distance of shops and restaurants and a short drive from both bay and ocean beaches, offering easy access to the Cape Cod Rail Trail.
This secluded rental features a private backyard, gas grill, fully equipped kitchen with convection oven and induction hot plate, gas wood stove, air conditioning, and can comfortably accommodate four guests.
This secluded rental features a private backyard, gas grill, fully equipped kitchen with convection oven and induction hot plate, gas wood stove, air conditioning, and can comfortably accommodate four guests.

Cape Cod Rail Trail, Brewster
10/19 – 10/31
$303/nighttotal: $3636 (12 )
The Mansion At Ocean Edge Resort & Golf Club
1 4resort , Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. The resort has excellent ratings for location, cleanliness, and overall experience.
The resort offers spacious villas with full kitchens and living rooms, ideal for families or groups. Guests can enjoy a private beach, indoor and outdoor pools, a golf course, tennis courts, a kids' club, multiple dining options, and a fitness center.
The resort offers spacious villas with full kitchens and living rooms, ideal for families or groups. Guests can enjoy a private beach, indoor and outdoor pools, a golf course, tennis courts, a kids' club, multiple dining options, and a fitness center.

Cape Cod Rail Trail, Brewster
10/12 – 10/22
$359/nighttotal: $3590 (10 )
Prime Summer Weeks Still Open, Book Now!
3 2apartment , Brewster
This Brewster apartment is located on a quiet dead-end street, within walking distance of restaurants and cafes, making it perfect for exploring the town. This rental has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. Enjoy a large side yard, deck, gas grill, picnic table, Adirondack chairs, a rope swing, a smaller deck overlooking a pond, and a cozy interior with a rustic iron stove, comfortable couches, and a well-equipped kitchen with stainless steel appliances.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. Enjoy a large side yard, deck, gas grill, picnic table, Adirondack chairs, a rope swing, a smaller deck overlooking a pond, and a cozy interior with a rustic iron stove, comfortable couches, and a well-equipped kitchen with stainless steel appliances.

Cape Cod Rail Trail, Brewster
10/19 – 10/31
$320/nighttotal: $3840 (12 )
Perfect Cape Cod Vacation Home
3 4apartment , Brewster
This apartment is located in a quiet Brewster neighborhood, just a short walk from the Cape Cod Rail Trail and a quick bike ride to both saltwater and freshwater beaches. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
The rental has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment includes a fully equipped kitchen, air conditioning, a private garden, parking, and access to a variety of local attractions and activities.
The rental has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment includes a fully equipped kitchen, air conditioning, a private garden, parking, and access to a variety of local attractions and activities.













