Your comfortable vacation rental in Osterville, Massachusetts locates you in a charming seaside resort that blends small town affability with the sublime scenery of Cape Cod. The beach is never far away in this picturesque village, which is amply served with exciting seasonal events, especially for its size.
Top 15 Recommended vacation rentals in Osterville
Find your perfect vacation rental in Osterville from just $144 per night!
Vacation Houses With Pools
Dog-Friendly Vacation Rentals
Vacation rentals with a balcony
Budget-friendly Vacation Rentals in Osterville
Find Fantastic yet Inexpensive Offers
Top-Rated Rentals and Accommodations in Osterville
Book Vacation Rental Offers with the Highest User Rating
Why choose HomeToGo?
Securely pay and stay your way
Choose local, trusted payment methods, plus trip insurance and add-on services.
Award-winning customer service
Experience seamless, hands-on support for any booking questions or concerns.
Verified reviews
Trust in the quality and comfort of your stay with verified guest reviews.
Price clarity, no surprises
Spend your budget exactly as planned by comparing thousands of providers.
Smart search made simple
Transform vacation planning into a joy with advanced, AI-powered search tools.
Find your dream stay
Explore 15 million+ rentals, the world’s biggest selection of vacation homes.
Popular Rental Amenities in Osterville
Osterville is a perfect spot if you travel with a pet, as 239 vacation rentals in Osterville allow you to bring your pet. Most pet-friendly options in Osterville are apartment rental. Furthermore, they cost, on average, $827. There's no need to search for accommodations away outside of the city, as a few of the accommodations are pet-friendly have a central location (less than 2 miles from the city center).
What are the best activities for families in Osterville?
Water sports and seasonal festivals
Your whole family will adore sailing in Nantucket Sound, and will love the bike excursions along the coastal pathways.
Boating fans will be enamored of the marina's range of vessels, which you can easily charter and explore the area by sea. Don't miss the seasonal Village Days, which entail floats, food, and live music.
Information about vacation rentals in Osterville
| 🏡 Vacation rentals available | 671 rentals |
|---|---|
| 💳 Possible discounts | up to 22% |
| 🌙 Nightly prices starting at | $144 |
| ⭐ Popular amenities | Pets allowed, Air conditioning and Pool |
| 🐾 Pet friendly homes | 239 homes |
| 🏊 Vacation rentals with pools | 105 homes |
Frequently Asked Questions
What is the typical price per night for a vacation rental in Osterville?
The average accommodation in Osterville is priced at $144 per night. $808 is the average nightly price for house rentals in Osterville. Cottages in Osterville cost on average $461 per night.
How many vacation rentals are available to book in Osterville?
There are 671 vacation rentals in Osterville to browse and rent for your next trip.
What are the most popular amenities for vacation rentals in Osterville?
Usually travelers look for Pets allowed, Air conditioning, and Pool when booking a vacation rental in Osterville.
How many vacation rentals with a pool are in Osterville?
There are 105 vacation homes from 8 providers in Osterville.
Are pets allowed in vacation rentals in Osterville?
Finding a vacation home in Osterville that allows pets is possible, with 239 pet-friendly available.
When is it better to travel to Osterville?
Osterville has its warmest time of year around July and August, with average nightly prices being around $144.
Discover other must-see spots
Top cities to visit
- Barnstable
- Boston
- Bourne
- Brewster
- Bristol
- Brookline
- Chatham
- Chilmark
- Dennis
- Eastham
- Edgartown
- Fairhaven
- Fall River
- Falmouth
- Harwich
- Hull
- Jamestown
- Lakeville
- Little Compton
- Marshfield
- Mashpee
- Middletown
- Nantucket
- Narragansett
- Newport
- North Truro
- Oak Bluffs
- Orleans
- Plymouth
- Portsmouth
- Providence
- Provincetown
- Quincy
- Scituate
- South Kingstown
- Tiverton
- Truro
- Wareham
- Wellfleet
- Westport
- Winthrop
- Yarmouth Port
Most Popular Destinations
- Cabin rentals in Gatlinburg, TN
- Vacation rentals in Yellowstone
- Vacation rentals in the Outer Banks (OBX)
- Cabin rentals in Hocking Hills, OH
- Vacation rentals & cabins in Pigeon Forge
- Vacation rentals in Myrtle Beach
- Vacation Rentals in Vancouver, WA
- Vacation rentals in Vancouver
- Vacation rentals & cabins near Lake Tahoe
- Cabin rentals in Broken Bow, OK
- Vacation rentals & cabins in Yosemite
- Vacation rentals in Orlando
- Vacation rentals & cabins in Glacier National Park
- Vacation rentals in Gulf Shores
- Vacation rentals in San Diego
- Vacation rentals in Las Vegas
- Vacation rentals in Destin
- Vacation rentals & cabins in Branson
- Vacation rentals in Nashville
- Vacation rentals & cabins in Estes Park
- Vacation rentals in Key West
- Vacation rentals in Virginia Beach
- Vacation rentals in New Orleans
- Vacation rentals in Miami
- Cabin rentals in the Smoky Mountains, NC
- Vacation rentals in Panama City Beach
- Vacation rentals & cabins in Zion National Park
- Vacation rentals in Tybee Island
- Vacation rentals in Door County
- Vacation rentals in New York City
- Vacation rentals & cabins in the Great Smoky Mountains
- Vacation rentals in Chicago
- Vacation rentals & cabins in Big Bear Lake
- Vacation rentals & cabins in Sedona
- Vacation rentals on Block Island
- Vacation rentals in Maui
- Vacation rentals in Kauai
- Vacation rentals in Colorado Springs
- Vacation rentals in Nashville
- Vacation rentals & cabins in Colorado
- Vacation rentals in Siesta Key
- Vacation rentals in Charleston
- Vacation rentals in Palm Springs
- Vacation rentals in Orange Beach
- Vacation rentals in Anna Maria Island
- Vacation rentals in Paris
- Vacation rentals in Florida
- Vacation rentals in Cape May
- Vacation rentals in Atlanta
- Vacation rentals in Jasper
- Vacation rentals in Breckenridge
- Vacation rentals in Steamboat Springs
- Vacation rentals in Cape Cod
- Vacation rentals in Puerto Rico
- Vacation rentals & cabins in Jackson Hole
- Vacation rentals in San Francisco
- Vacation rentals in London
- Vacation rentals in Oak Island
- Vacation rentals in Savannah