Vacation Rentals in Cape Cod Rail Trail, MA: Compare 10+ Sites & Save

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  2. Vacation Rentals
  3.  USA

  4.  Massachusetts

  5.  South Dennis
  6.  Cape Cod Rail Trail

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1943 Best Vacation Rentals in Cape Cod Rail Trail (Starting from $238)

Gorgeous Home 1 mile to Beach and near Cape Cod Bikepath
Gorgeous Home 1 mile to Beach and near Cape Cod Bikepath
House
Dennis, MA, USA
0.5k from Cape Cod Rail Trail center

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

3 Bedrooms8 Guests
New to Booking
$676
Average price / night
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Restored Sea Captain’s House
Restored Sea Captain’s House
House
Dennis, MA, 02660, United States
0.4k from Cape Cod Rail Trail center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

5 Bedrooms12 Guests
New to Booking
$1133
Average price / night
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Thayer Thicket
Thayer Thicket
House
South Dennis, MA, USA
0.7k from Cape Cod Rail Trail center

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

3 Bedrooms7 Guests
7.3

Good

3 reviews

$513
Average price / night
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Cape Cod House
Cape Cod House
House
South Dennis, MA, 02660, United States
0.4k from Cape Cod Rail Trail center

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

3 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$386
Average price / night
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Waterfront Incredible Views and Private Dock
Waterfront Incredible Views and Private Dock
House
Yarmouth, MA, USA
1.3k from Cape Cod Rail Trail center

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

6 Bedrooms14 Guests
New to Booking
$1075
Average price / night
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Luxury Award Winning Sea Captain’s House
Luxury Award Winning Sea Captain’s House
House
Dennis, MA, 02660, United States
0.5k from Cape Cod Rail Trail center

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

6 Bedrooms12 Guests
New to Booking
$1344
Average price / night
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Family Dennis retreat with sauna firepit private pool
Family Dennis retreat with sauna firepit private pool
House
Dennis, MA, USA
1.3k from Cape Cod Rail Trail center

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

1 Bedroom10 Guests
New to Booking
$3190
Average price / night
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Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
House
Dennis, MA, 02660, United States
0.5k from Cape Cod Rail Trail center

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

3 Bedrooms8 Guests
New to Booking
$474
Average price / night
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3 Mi to Beach Historic Farmhouse on Cape Cod!
3 Mi to Beach Historic Farmhouse on Cape Cod!
House
South Dennis, MA, USA
1.3k from Cape Cod Rail Trail center

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

4 Bedrooms8 Guests
8.5

Very Good

2 reviews

$305
Average price / night
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Near Mayflower Beach! 4 Bedroom 2.5 Bath Home with Central A/C
Near Mayflower Beach! 4 Bedroom 2.5 Bath Home with Central A/C
House
South Dennis, MA, 02660, United States
0.6k from Cape Cod Rail Trail center

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

4 Bedrooms11 Guests
9.8

Exceptional

10 reviews

$1854
Average price / night
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Walk to Beach Dennis Cottage with Deck!
Walk to Beach Dennis Cottage with Deck!
House
South Dennis, MA, USA
1.4k from Cape Cod Rail Trail center

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

3 Bedrooms8 Guests
New to Booking
$666
Average price / night
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Thayer Thicket | Newly renovated house in South Dennis with great location
Thayer Thicket | Newly renovated house in South Dennis with great location
House
South Dennis, MA, 02660, United States
0.7k from Cape Cod Rail Trail center

Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking, Toys, TV

3 Bedrooms7 Guests
8.6

Fabulous

4 reviews

$483
Average price / night
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The White Pillars
The White Pillars
House
South Dennis, MA, USA
1.4k from Cape Cod Rail Trail center

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

7 Bedrooms12 Guests
New to Booking
$1024
Average price / night
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The Captains House in the heart of Dennis
The Captains House in the heart of Dennis
House
Dennis, MA, 02639, United States
0.8k from Cape Cod Rail Trail center

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

5 Bedrooms15 Guests
New to Booking
$1113
Average price / night
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Dennis Port Delight
Dennis Port Delight
House
Dennis Port, MA, USA
1.4k from Cape Cod Rail Trail center

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

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$565
Average price / night
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Summer vacation paradise, with private heated pool, sleeping 8
Summer vacation paradise, with private heated pool, sleeping 8
House
South Dennis, MA, 02660, United States
0.8k from Cape Cod Rail Trail center

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

3 Bedrooms8 Guests
9.8

Exceptional

7 reviews

$737
Average price / night
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Freydis Glen
Freydis Glen
House
South Dennis, MA, USA
1.5k from Cape Cod Rail Trail center

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

3 Bedrooms6 Guests
8.0

Good

1 reviews

$414
Average price / night
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New Home in the heart of South Dennis
New Home in the heart of South Dennis
House
Dennis, MA, 02660, United States
0.9k from Cape Cod Rail Trail center

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

4 Bedrooms10 Guests
9.8

Exceptional

12 reviews

$728
Average price / night
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Newly Updated Home Stone Patio & Fire Pit
Newly Updated Home Stone Patio & Fire Pit
House
Dennis, MA, USA
1.6k from Cape Cod Rail Trail center

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

3 Bedrooms7 Guests
9.5

Superb

2 reviews

$610
Average price / night
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Escape Family 6BR5BA DennisPOOL OPEN20thAPril
Escape Family 6BR5BA DennisPOOL OPEN20thAPril
House
Dennis, MA, 02660, United States
1.1k from Cape Cod Rail Trail center

AC, Barbecue, Dryer, Fireplace, Heater, Hot Tub, Internet, Kitchen, Laundry

1 Bedroom10 Guests
New to Booking
$3817
Average price / night
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Skylight Tonight
Skylight Tonight
House
South Dennis, MA, USA
1.6k from Cape Cod Rail Trail center

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

3 Bedrooms8 Guests
8.6

Fabulous

11 reviews

$899
Average price / night
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Ace's Cape Escape
Ace's Cape Escape
House
South Dennis, MA, USA
1.7k from Cape Cod Rail Trail center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$584
Average price / night
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Cape Cod Farmhouse 1800s Charm
Cape Cod Farmhouse 1800s Charm
House
Dennis, MA, 02660, United States
1.3k from Cape Cod Rail Trail center

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

4 Bedrooms8 Guests
New to Booking
$842
Average price / night
Check Availability
Family Friendly Mid CapeHome•Close to all Beaches• Sleeps 6 •Steps to Kelly Bay
Family Friendly Mid CapeHome•Close to all Beaches• Sleeps 6 •Steps to Kelly Bay
House
South Dennis, MA, 02660, United States
1.3k from Cape Cod Rail Trail center

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

2 Bedrooms6 Guests
9.6

Exceptional

71 reviews

$350
Average price / night
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Spectacular three bedroom home with central air
Spectacular three bedroom home with central air
House
South Dennis, MA, 02660, United States
1.3k from Cape Cod Rail Trail center

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

3 Bedrooms8 Guests
8.4

Very Good

7 reviews

$238
Average price / night
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Grand home with historic charm, game room & spacious outdoor living spaces
Grand home with historic charm, game room & spacious outdoor living spaces
House
South Dennis, MA, 02660, United States
1.4k from Cape Cod Rail Trail center

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

7 Bedrooms12 Guests
9.0

Fabulous

8 reviews

$1238
Average price / night
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DennisPort - CC Rail Trail Access (bikes provided) , Ping Pong, Fenced Yard - Bring the dog!
DennisPort - CC Rail Trail Access (bikes provided) , Ping Pong, Fenced Yard - Bring the dog!
House
Dennis Port, MA, 02639, United States
1.4k from Cape Cod Rail Trail center

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

3 Bedrooms8 Guests
New to Booking
$464
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 Vacation Rentals in Cape Cod Rail Trail.

Where to stay in Cape Cod Rail Trail? Best neighborhoods & areas

Cape Cod Rail Trail Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1943 verified vacation rentals in Cape Cod Rail Trail. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Cape Cod Rail Trail vary depending on the season, property size, and location. Rates typically start from around $238 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Cape Cod Rail Trail include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Cape Cod Rail Trail welcome pets. Currently, 44 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Cape Cod Rail Trail often include amenities such as Fireplace/Heating, Laundry, and View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.