Stand Up & Paddle Cape Cod Vacation Rentals

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

Private Nantucket style home with heated pool and beach pass
10.0 (11 Reviews)
4 Bedrooms 10 Guests
Spacious Stone Fire Pit Game Room
|
10.0 (1 Review)
4 Bedrooms 8 Guests
Captain David Kelley House Bed & Breakfast
|
10.0 (46 Reviews)
1 Bedroom 2 Guests
Scenic 4 BR Home with Private Heated Pool, Hot Tub, AC
10.0 (4 Reviews)
4 Bedrooms 9 Guests
Minutes to Craigville Beach Private Patio and Backyard
|
10.0 (1 Review)
3 Bedrooms 8 Guests
Steps to Eats & Craigville Beach! Cape Cod Cottage
|
10.0 (1 Review)
1 Bedroom 2 Guests
Osterville Gem Steps to Main St! Relax fireside
|
10.0 (1 Review)
2 Bedrooms 4 Guests
Bike to Beach: Centerville Home w/Deck!
|
10.0 (1 Review)
3 Bedrooms 10 Guests
Bike to Beach: Centerville Home w/Deck!
9.6 (20 Reviews)
3 Bedrooms 10 Guests
Wedgewood Cottage
From£216 per night
|
9.8 (10 Reviews)
4 Bedrooms 8 Guests
Steps to Eats & Craigville Beach! Cape Cod Cottage
|
9.4 (7 Reviews)
2 Bedrooms 6 Guests
The Cape House
From£433 per night
|
9.1 (7 Reviews)
3 Bedrooms 6 Guests
Osterville Odyssey
From£653 per night
|
9.0 (1 Review)
3 Bedrooms 6 Guests
Charming Cottage Getaway
10.0 (61 Reviews)
2 Bedrooms 3 Guests
Shake on the Cape
From£615 per night
|
9.0 (1 Review)
4 Bedrooms 10 Guests
Coastal Charm on the Cape
|
9.0 (1 Review)
3 Bedrooms 6 Guests
Serene Haven w/No Shared Spaces | Cape Cod
10.0 (16 Reviews)
2 Bedrooms 4 Guests
Half-Acre Haven
From£228 per night
9.0 (1 Review)
4 Bedrooms 8 Guests
Briarcliff Bliss
From£564 per night
|
8.5 (2 Reviews)
3 Bedrooms 6 Guests
Central AC 3 Min Walk to Pond
|
8.5 (2 Reviews)
3 Bedrooms 6 Guests
Golf & Unwind: Family Home 2 Mi to Covell’s Beach!
|
8.5 (2 Reviews)
3 Bedrooms 7 Guests
Swing Set Plunge pool and large yard await
|
8.0 (1 Review)
3 Bedrooms 8 Guests
Walk to Shops & Dining: Cozy Osterville Cottage
|
8.0 (1 Review)
2 Bedrooms 5 Guests
Centerville Hideaway
|
4.5 (2 Reviews)
3 Bedrooms 5 Guests
Osterville Gem Steps to Main St! Relax fireside
10.0 (1 Review)
3 Bedrooms 4 Guests
Charming Cottage, Steps From Craigville Beach.
9.8 (28 Reviews)
2 Bedrooms 4 Guests
Craigville Beach at your doorstep!
9.8 (6 Reviews)
2 Bedrooms 4 Guests
Steps to Eats & Craigville Beach! Cape Cod Cottage
9.6 (35 Reviews)
2 Bedrooms 6 Guests
Bay Breeze Escape—Pool, Game Room & Views
10.0 (11 Reviews)
4 Bedrooms 8 Guests
The Ocean View
From£238 per night
9.2 (137 Reviews)
1 Bedroom 2 Guests
Waterfront Walk to Beach
|
New
4 Bedrooms 8 Guests
Craigville Beach Inn
8.6 (452 Reviews)
1 Bedroom 2 Guests
Beachside family POOLSPAOPEN20thAPril
10.0 (7 Reviews)
5 Bedrooms 10 Guests
Long Dell Inn
From£204 per night
|
9.4 (181 Reviews)
1 Bedroom 2 Guests
Bumps River Bungalow
|
New
5 Bedrooms 10 Guests
Private Pool Central AC Dog Friendly
|
New
4 Bedrooms 8 Guests
Golf & Unwind: Family Home 2 Mi to Covell’s Beach!
10.0 (6 Reviews)
3 Bedrooms 7 Guests
Coastal Retreat
From£632 per night
|
New
5 Bedrooms 8 Guests
Great Home Close to Craigville Beach
10.0 (6 Reviews)
3 Bedrooms 8 Guests
Tranquil Cape Escape Near the Beach
|
New
1 Bedroom 6 Guests
Minutes to Beach, Expansive backyard!
10.0 (5 Reviews)
4 Bedrooms 8 Guests

About Stand Up & Paddle Cape Cod Vacation Rentals

With more than 460 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 1225.82 ft² on average, with prices averaging £706 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 460 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 131
Falmouth Heights Vacation Rentals in Osterville, Massachusetts 58
Mews Village Vacation Rentals in Osterville, Massachusetts 30
Summersea Vacation Rentals in Osterville, Massachusetts 544
Little Neck Bay Vacation Rentals in Osterville, Massachusetts 541
Fells Pond Vacation Rentals in Osterville, Massachusetts 522
Great Island Vacation Rentals in Osterville, Massachusetts 1163