Compare Osterville Vacation Rentals

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Osterville Rentals

Sea Mist Resort

Sea Mist Resort

3 out of 5
141 Great Neck Rd South Mashpee MA
5.23 mi from city center
Sea Mist Resort features an indoor pool, an outdoor pool, and a gym. Free parking is available if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
Steps to the beach with an ocean view,

Steps to the beach with an ocean view,

Barnstable MA
5.03 mi from city center
At this cottage, guests have access to an outdoor pool and barbecue grills.
Pool
Kitchen
The Club at New Seabury

The Club at New Seabury

3.5 out of 5
95 Shore Drive West Mashpee MA
6.75 mi from city center
$215 nightly
The price is $246 total per night
$246 total
Sep 27 - Sep 28
Total with taxes and fees
Guests staying at The Club at New Seabury enjoy access to a golf course, a gym, and a sauna. Free parking is available if you drive. Staff members can help with accommodation requests, and provide front-desk service during limited hours. Other amenities at this beach aparthotel include outdoor tennis courts, free WiFi in public areas, and meeting rooms.
Pool
Kitchen
The Cove at Yarmouth Resort

The Cove at Yarmouth Resort

3.5 out of 5
183 Main Street West Yarmouth MA
6.93 mi from city center
This aparthotel features an indoor pool, a children's pool, and a gym. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with securing valuables and tours/tickets. Additional amenities include a sauna, indoor tennis courts, and free WiFi in public areas.
Pool
Hot Tub
Holly Tree Resort

Holly Tree Resort

3 out of 5
412 Main St West Yarmouth MA
7.55 mi from city center
Holly Tree Resort features an indoor pool, an outdoor pool, and a children's pool. If you drive, put free parking to good use. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include a gym, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
Riverview Resort

Riverview Resort

3 out of 5
37 Neptune Ln South Yarmouth MA
8.62 mi from city center
Guests staying at Riverview Resort enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include a hot tub, a 24-hour business center, and a microwave in a common area.
Pool
Hot Tub
InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters

3.5 out of 5
241 Grand Avenue Falmouth MA
12.16 mi from city center
Guests of InnSeason Resorts Captain's Quarters enjoy free WiFi in public areas, a seasonal outdoor pool, and a terrace. If you drive, put free parking to good use. Front-desk staff can assist with luggage storage and securing valuables. Additional amenities include a picnic area and barbecue grills.
Pool
Kitchen
Beachside Village Resort

Beachside Village Resort

3 out of 5
45 Surf Drive Falmouth MA
13.33 mi from city center
Beachside Village Resort features free WiFi in public areas, a seasonal outdoor pool, and express check-out. Limited parking is available. Other amenities at this beach aparthotel include laundry facilities, a vending machine, and barbecue grills.
Pool
Kitchen
Great Location, Beach 4 minutes walk, Large Patio and Parking for one vehicle.

Great Location, Beach 4 minutes walk, Large Patio and Parking for one vehicle.

Dennis MA
13.66 mi from city center
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Free WiFi
Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort

Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort

3.5 out of 5
61 Chase Ave Dennis Port MA
13.87 mi from city center
Guests staying at Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort enjoy access to a private beach, an indoor pool, and free WiFi in public areas. Free parking is included with your stay. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach aparthotel include a hot tub, a seasonal outdoor pool, and a computer station.
Pool
Hot Tub
Edgewater Beach Resort

Edgewater Beach Resort

3.5 out of 5
95 Chase Avenue Dennis Port MA
13.98 mi from city center
At Edgewater Beach Resort, guests enjoy a private beach, an indoor pool, and a gym. You can take advantage of free parking if you drive. Front-desk staff can assist with concierge services and luggage storage. Other amenities at this beach aparthotel include free WiFi in public areas, a seasonal outdoor pool, and laundry facilities.
Pool
Kitchen
Brewster Green Resort

Brewster Green Resort

3.5 out of 5
203 Lund Farm Way Brewster MA
19.65 mi from city center
$219 nightly
The price is $251 total per night
$251 total
Sep 24 - Sep 25
Total with taxes and fees
Brewster Green Resort features an indoor pool, an outdoor pool, and a children's pool. A stay here includes free parking. Staff members can help with accommodation requests, and provide a safe deposit box at the front desk. Additional amenities include a gym, a sauna, and outdoor tennis courts.
Pool
Hot Tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Osterville Large Group Rentals

How to Book Vacation Rentals in Osterville



🏠 What is the best price for Osterville vacation rentals?

Osterville vacation rentals range in price, starting at $228 per night.


🏠 What types of vacation rentals in Osterville can I rent?

Orbitz offers a wide range of Osterville rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Osterville condo rentals.


🏠 Is it free to cancel my Osterville vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Osterville vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Osterville. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Osterville?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Osterville apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Osterville?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Osterville package deals will get you even more savings.