Stand Up & Paddle Cape Cod Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Stand Up & Paddle Cape Cod, Osterville, Massachusetts, USA

Spacious Stone Fire Pit Game Room A C
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10.0 (1 Review)
4 Bedrooms 8 Guests
Captain David Kelley House Bed & Breakfast
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10.0 (45 Reviews)
1 Bedroom 2 Guests
Charming Cottage Getaway
FromAU $470 per night
10.0 (61 Reviews)
2 Bedrooms 3 Guests
Minutes to Craigville Beach Private Patio and Backyard
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10.0 (1 Review)
3 Bedrooms 8 Guests
Long Dell Inn
FromAU $390 per night
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9.4 (181 Reviews)
1 Bedroom 2 Guests
Bike to Beach Centerville Home with Deck!
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10.0 (1 Review)
3 Bedrooms 10 Guests
Ocean Cottage for 2 —private!
10.0 (16 Reviews)
1 Bedroom 4 Guests
Osterville Gem Steps to Main St! Relax fireside
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10.0 (1 Review)
1 Bedroom 4 Guests
Serene Haven w/No Shared Spaces | Cape Cod
10.0 (16 Reviews)
2 Bedrooms 4 Guests
3 Mi to Beach Couples Escape in Marston Mills
10.0 (1 Review)
1 Bedroom 4 Guests
Charming Cottage at Craigville Beach
10.0 (10 Reviews)
2 Bedrooms 6 Guests
Wedgewood Cottage
FromAU $413 per night
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9.8 (10 Reviews)
4 Bedrooms 8 Guests
Steps to Eats and Craigville Beach! Cape Cod Cottage
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9.4 (7 Reviews)
2 Bedrooms 6 Guests
The Cape House
FromAU $827 per night
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9.1 (7 Reviews)
1 Bedroom 6 Guests
Shake on the Cape
FromAU $1,175 per night
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9.0 (1 Review)
4 Bedrooms 10 Guests
Coastal Charm on the Cape
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9.0 (1 Review)
3 Bedrooms 6 Guests
Osterville Odyssey
FromAU $480 per night
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9.0 (1 Review)
1 Bedroom 6 Guests
3 Mi to Beach: Couple's Escape in Marston Mills
10.0 (1 Review)
1 Bedroom 4 Guests
Half-Acre Haven
FromAU $435 per night
9.0 (1 Review)
4 Bedrooms 8 Guests
Central AC 3 Min Walk to Pond
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8.5 (2 Reviews)
3 Bedrooms 6 Guests
Osterville Gem Steps to Main St! Relax fireside
10.0 (1 Review)
3 Bedrooms 4 Guests
Briarcliff Bliss
FromAU $287 per night
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8.5 (2 Reviews)
3 Bedrooms 6 Guests
Golf and Unwind Family Home 2 Mi to Covells Beach!
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8.5 (2 Reviews)
3 Bedrooms 7 Guests
Swing Set Plunge pool and large yard await
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8.0 (1 Review)
4 Bedrooms 8 Guests
Walk to Shops and Dining Cozy Osterville Cottage
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8.0 (1 Review)
2 Bedrooms 5 Guests
Craigville Beach at your doorstep!
9.8 (6 Reviews)
2 Bedrooms 4 Guests
Centerville Hideaway
FromAU $815 per night
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4.5 (2 Reviews)
1 Bedroom 5 Guests
Walk to Craigville Beach: Cape Cod Gem w/Patio
9.6 (45 Reviews)
2 Bedrooms 6 Guests
Steps to Eats & Craigville Beach! Cape Cod Cottage
9.6 (34 Reviews)
2 Bedrooms 6 Guests
Charming Ranch on the Cape
9.4 (3 Reviews)
2 Bedrooms 5 Guests
Waterfront Walk to Beach
FromAU $3,123 per night
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New
4 Bedrooms 8 Guests
The Ocean View
FromAU $298 per night
9.2 (133 Reviews)
1 Bedroom 2 Guests
Spacious Family Home w/Beach Pass & Private Pond Accessn
10.0 (15 Reviews)
5 Bedrooms 10 Guests
Bumps River Bungalow
FromAU $1,517 per night
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New
1 Bedroom 10 Guests
Craigville Beach Inn
FromAU $189 per night
8.6 (450 Reviews)
1 Bedroom 2 Guests
Private Pool Central AC Dog Friendly
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New
1 Bedroom 8 Guests
Spacious home in quiet neighborhood
10.0 (14 Reviews)
3 Bedrooms 6 Guests
Coastal Retreat
FromAU $1,208 per night
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New
5 Bedrooms 8 Guests
Bay Breeze Escape—Pool, Game Room & Views
10.0 (11 Reviews)
4 Bedrooms 8 Guests
Private Nantucket style home with heated pool and beach pass
10.0 (11 Reviews)
5 Bedrooms 10 Guests
Lake Elizabeth Terrace
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New
1 Bedroom 5 Guests
Unique A Frame Short Drive to Beach
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New
5 Bedrooms 10 Guests
Relaxing Retreat just Minutes to Beach
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New
4 Bedrooms 8 Guests
Paradise home in Centerville
10.0 (6 Reviews)
5 Bedrooms 10 Guests

About Stand Up & Paddle Cape Cod Vacation Rentals

With more than 438 Stand Up & Paddle Cape Cod vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Stand Up & Paddle Cape Cod.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Stand Up & Paddle Cape Cod, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Stand Up & Paddle Cape Cod. Places to stay near Stand Up & Paddle Cape Cod are 1151.28 ft² on average, with prices averaging AU $1,281 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Stand Up & Paddle Cape Cod with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Stand Up & Paddle Cape Cod?

What are the top vacation rentals in Stand Up & Paddle Cape Cod?

How many Rentbyowner vacation rentals are available in Stand Up & Paddle Cape Cod?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 438 in the Stand Up & Paddle Cape Cod area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Stand Up & Paddle Cape Cod. 

Nearby Neighborhood (7)

NeighborhoodProperty Count
Bass River Vacation Rentals in Osterville, Massachusetts 136
Falmouth Heights Vacation Rentals in Osterville, Massachusetts 70
Mews Village Vacation Rentals in Osterville, Massachusetts 29
Summersea Vacation Rentals in Osterville, Massachusetts 487
Little Neck Bay Vacation Rentals in Osterville, Massachusetts 522
Fells Pond Vacation Rentals in Osterville, Massachusetts 482
Great Island Vacation Rentals in Osterville, Massachusetts 1110