Osterville Vacation Rentals from $228: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Osterville has to offer?

Cape Cod's "Beach Rose" : This vacation home rental outside of Osterville offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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In two weeks

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Our top choices for Osterville vacation rentals

A beach with a clear sky and a lifeguard tower in the distance.

1. Beach pass included • Modern 3BR Osterville retreat, walkable to village center

Osterville

Elizabeth C.

$758 nightly

Oct 1 - Oct 2

Total with taxes and fees

A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

2. The Club at New Seabury

New Seabury

Zachary

$215 nightly

Sep 27 - Sep 28

Total with taxes and fees

A pool area with lounge chairs and flags.

3. The Cove at Yarmouth by Westgate Resorts

West Yarmouth

BELKIS

$136 nightly

Sep 15 - Sep 16

Total with taxes and fees

A kitchen with white cabinetry, a double-door refrigerator, and a glass-fronted cabinet with dishes.

4. Serene Haven w/ No Shared Spaces | Cape Cod

Marston Mills

Dana S.

$362 nightly

Sep 14 - Sep 15

Total with taxes and fees

A modern living room with a sofa, chairs, a coffee table, and a dining area.

5. New Seabury Cape Condo + Pool & Beach Escape

New Seabury

Jeff V.

$304 nightly

Sep 30 - Oct 1

Total with taxes and fees

A compact living space with a kitchen, dining area, and seating area.

6. 1 Mi to Ferry: 'sea Street Cottage' in Hyannis

Hyannis

"The cottage is in a great location close to Main Street and the harbor. Easy parking at the cottage and it’s in a walkable area. Decor is cute and nautical, but it does feel like the cottage is missing a few things. It sleeps 4, but there is not enough seating for 4 in the living room. An additional comfortable chair would be nice. A stackable washer and dryer would also be great, but there is very little space for anything- we even had trouble finding spots for our luggage. The fridge door...

Christa

$318 nightly

Oct 2 - Oct 3

Total with taxes and fees

A wide sandy beach with footprints leading to the water, a clear sky, and distant buildings.

7. Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Barnstable

Jen M.

$463 nightly

Sep 15 - Sep 16

Total with taxes and fees

A modern kitchen with a large window overlooking a lake, a dining area with chairs, and a living room with a sofa.

8. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

Sandwich

Sean H.

$431 nightly

Sep 24 - Sep 25

Total with taxes and fees

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Top Osterville Hotel Reviews

Bayside Resort Hotel

10/10 Excellent

"I love this place ! Nice for my grandkids and family ! Had fun and enjoy there . Thank you 😀"

Uncommoner Hotel by Reverie Boutique Collection

8/10 Good

"Property has lots of outdoor space with seating, some sunny and some shaded overlooking pretty water inlet. Very nice outdoor pool. Indoor pool ok but most seating uncomfortable. Convenient coffee shop on the property. Room decorations uncommon! and interesting. Comfortable bed with reading lighting on headboard. Piles of pillows but if you prefer firmer support, bring your own. Two night stay and the first night the tv was not working - a grid covered the whole screen. No one answered when we called the office. When we complained the next morning they immediately fixed it in time for football game. Plenty of parking spots. We will return in the future."

Hyannis Harbor Hotel

10/10 Excellent

"This was amazing! From the moment we walked in the lobby we felt so welcome! We booked a king room with a pullout couch for the 5 of us, 2 adults and 3 kids and the woman at the front desk asked if we would prefer 2 queen beds instead bc there was more room for the 5 of us to sleep on. We accepted and we were so grateful. The beds were so comfortable. The people are so polite, beautiful room, AMAZING location! We spent a little more than we wanted on this trip for the room but it was worth it 10000%. My daughter fell and got hurt and an employee asked was asking if she was ok. She said if you need anything please let us know. We walked back to our room and sat my daughter down and decided to call and ask the front desk if they had ice packs and someone brought ice to our room, bandaids and water bottles, and asked if we needed anything else. Staff was amazing! I felt safe here. The only thing I didnt like was that there were so many stairs. There were different levels. That was the only negative thing I have to say about this place! Will definitely be coming back!!!"

Find out more about Osterville

Everything you need to know about Osterville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osterville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osterville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osterville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osterville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Osterville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $228 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Osterville rentals

At Expedia, we put the best Osterville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osterville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osterville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osterville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Osterville?

Yes, we give you a choice of vacation rentals in Osterville close to Stand Up & Paddle Cape Cod, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Osterville has to offer?

Cape Cod's "Beach Rose": This vacation home rental outside of Osterville offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Osterville?

With 58 Expedia vacation rentals, you're sure to find just the right place for your Osterville stay.

What’s there to see and do in Osterville?

Cape Cod Beaches and Dowses Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Stand Up & Paddle Cape Cod. Public Beach and Main Street are a couple of places you'll find in the larger area.

What’s a vacation rental in Osterville like?

Vacation rentals are private properties you can book for a short or long stay in Osterville. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip.

Osterville Vacation Rentals

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Our top choices for Osterville vacation rentals

1. Beach pass included • Modern 3BR Osterville retreat, walkable to village center

2. The Club at New Seabury

3. The Cove at Yarmouth by Westgate Resorts

4. Serene Haven w/ No Shared Spaces | Cape Cod

5. New Seabury Cape Condo + Pool & Beach Escape

6. 1 Mi to Ferry: 'sea Street Cottage' in Hyannis

7. Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

8. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

9. Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

10. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

11. 1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

12. New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

13. Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

14. Beach Lovers Escape

15. Cozy One Bedroom Cabin on Cape Cod Campground!

16. 4 Mi to Bristol Beach! Coastal Retreat w/ Pond

17. Hyannis Hideaway in Cape Cod

18. Cozy Cottage walk to Menauhant Beach

19. SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!

20. Dennis Beach House - Walk to Beach - Pet Friendly

Find vacation rentals that suit your style

Top Osterville Hotel Reviews

Bayside Resort Hotel

Find out more about Osterville

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