Search Vacation Homes in Osterville

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
10.0 out of 10, Exceptional, (70)
"Great place to stay with great views, quiet and located close to Nantucket."
The price is HK$1,952
per night
28 Jun - 29 Jun
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Maushop Property - First Time Available
10.0 out of 10, Exceptional, (24)
"Delightful week in Mashpee with unexpectedly nice weather for May. You are able to see the ocean from the dining area and private beach access is a short walk away (but does require a large flight of stairs down to water)."
Maushop Property - First Time Available
Private, Peaceful & Stylish Getaway | Firepit | Near Beaches, Dining & Shops
9.6 out of 10, Exceptional, (7)
"We had a wonderful time. The property was private and secure. We did use the pots, pans, dishes and glasses. The property had everything we needed and the property was very clean. Loved the mattress, we slept very well. The outdoor fire pit was warm and wonderful in the evening. There are little brown rabbits with white tails that we would see in the early morning and evening, so cute! Packed light and took advantage of their washer and dryer which were very efficient and convenient. The only...
Private, Peaceful & Stylish Getaway | Firepit | Near Beaches, Dining & Shops
Save an average of 15% on thousands of hotels when you're signed in
4 br Cozy Family home with Pool . Near Whitehorse beach and downtown Plymouth.
4 br Cozy Family home with Pool . Near Whitehorse beach and downtown Plymouth.
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
8.8 out of 10, Excellent, (22)
"Great little cozy place updated and clean close to beach"
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
9.8 out of 10, Exceptional, (129)
"We had a wonderful visit here while attending a family reunion nearby. It was clean, conformable and very spacious - much more than it appears in the photos. We look forward to returning."
The price is HK$1,171
per night
21 Jul - 22 Jul
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
9.4 out of 10, Exceptional, (25)
"A Retreat for Three Ladies. The house was spotless, it was beautiful, it was exactly what we needed! Comfortable Beds, HOT HOT (welcoming) Water, and a serene back yard.... we didn't' want to leave."
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Centrally located in the mid-Cape area.
8.0 out of 10, Very good, (1)
"Cute neighborhood, short drive to Rte 28 where all the action is."
Centrally located in the mid-Cape area.
Guest House In Edgartown
Guest House In Edgartown
First Time Available to Rent in 40 Years
9.4 out of 10, Exceptional, (25)
"Coupd hv been better, nothing to do with house just a string of duster events"
First Time Available to Rent in 40 Years
Wonderful water front house
9.8 out of 10, Exceptional, (44)
"Cozy well-appointed cottage. View is spectacular from inside and the back deck! Quiet location on the bay - we loved walking the beach and were close to most everything on the lower Cape. We will definitely stay here again!”"
Wonderful water front house
Maushop - 6 Hammock Pond Rd
9.4 out of 10, Exceptional, (20)
"Wonderful location to the beach and excellent stay. Washer and dryer repairmen were supposed to come out but never showed up but that's not the owner's fault though. Twin beds downstairs were very creaky everytime you turned. May I suggest a step stool in the kitchen because some of the cupboard shelves were very high. All in all,it was a very nice place to stay in."
Maushop - 6 Hammock Pond Rd
5 minute walk to small community Beach, 3 miles to Menauhant Beach
5 minute walk to small community Beach, 3 miles to Menauhant Beach
40-Spacious,cozy, waterfront house in Yarmouth
40-Spacious,cozy, waterfront house in Yarmouth
BELLE of the BEACH: 30 feet to gorgeous PRIVATE BEACHFRONT home SLEEPS up to 13
10.0 out of 10, Exceptional, (2)
"and Christina was a very helpful and accommodating host."
BELLE of the BEACH: 30 feet to gorgeous PRIVATE BEACHFRONT home SLEEPS up to 13
Cape Cod Vacation Home Rental - Walk to Beach
10.0 out of 10, Exceptional, (7)
"We loved being able to walk to cafes, restaurants and the bookstore and the proximity of the bike path meant that we didn't need our car much at all. We rode bikes to lunch spots, the beach, and to the pickleball courts. The house was tidy and had everything we needed."
Cape Cod Vacation Home Rental - Walk to Beach
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
9.6 out of 10, Exceptional, (101)
"We spent several nights at this house with my family. The views from the back deck and the family room were even better than the pictures. Location was great and it was very relaxing."
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Newly built bayview home, steps to dock/launch on Great Pond - small dogs OK
9.0 out of 10, Wonderful, (37)
"Very clean and updated property! Conveniently located near the water. Comfortable place for us to rest and give my daughter/husband their space. Recommend this place and look forward to hopefully staying again. My only suggestion is to add dimmable lighting. We felt on stage in the living/kitchen area, bedroom. It would be nice to turn down bathroom light during the night."
Newly built bayview home, steps to dock/launch on Great Pond - small dogs OK
Walk To Beach - Comfortable 2BR Cottage
9.8 out of 10, Exceptional, (20)
"The property is great! It’s very easy to check in. It’s close to some shop and restaurants. It’s nice to have an outdoor shower. Big enough for a small family."
Walk To Beach - Comfortable 2BR Cottage
Your Oasis Awaits
10.0 out of 10, Exceptional, (27)
"Great area for family"
Your Oasis Awaits
Don't see what you're looking for?
See all available properties in Osterville
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.

Other property types in Osterville

Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
9.2 out of 10, Wonderful, (28)
"Beautiful house in affluent area."
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (308)
"Nice place to stay on Cape, not far from Hyannis. "
Holly Tree Resort by VRI Americas
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, (399)
"Very accommodating!"
The price is HK$1,553
per night
25 Jun - 26 Jun
Cape Winds Resort by VRI Americas
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 Vacation Homes information

Number of reviews
514
Accommodation
2601 Vacation Homes
Lowest Price
HK$1,171
Highest Price
HK$1,952

Recent Hotel Reviews in Osterville
Expedia verified reviews