Search Condos Rentals in Osterville from CA $321

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Osterville Condo Rentals

Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..
Beach nearby

Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

8.6 out of 10, Excellent, (40)
"Great place for a summer vacation"
The price is CA $517
CA $1,112 total
includes taxes & fees
Aug 20 - Aug 21
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Enjoy the view from your balcony with a comfortable seating area and a potted plant.

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

9.6 out of 10, Exceptional, (133)
"Spent a week at this nice condo in mid-January. Cozy and warm, right on the beach. The Cape in mid-winter is very quiet but that is what we had wanted. Our 15 year old Shih-Tzu was comfortable and happy. Nice relaxing week on this terrific property."
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Oceanfront 3BR condo in Hyannis, 8/30-9/6 available! Sept/Oct discounted rates!
On the beach, sun loungers, beach towels

Oceanfront 3BR condo in Hyannis, 8/30-9/6 available! Sept/Oct discounted rates!

10.0 out of 10, Exceptional, (4)
"This was a great property, perfect for families! Loved being by the pool and the beach as well as the ferries and restaurants. Property was clean, beautiful and owner was above and beyond communicative, kind and always available! He truly ensured we had a great stay! "
Oceanfront 3BR condo in Hyannis, 8/30-9/6 available! Sept/Oct discounted rates!
Charming Romantic Studio with Kitchenette, Private Patio. Walk to Beach!
Enjoy a serene beach scene with a sandy shore and calm sea.

Charming Romantic Studio with Kitchenette, Private Patio. Walk to Beach!

9.8 out of 10, Exceptional, (14)
"was perfect for what I needed it for which was 2 nights for a wedding. well stocked, clean, and cute outside sitting area. "
Charming Romantic Studio with Kitchenette, Private Patio. Walk to Beach!
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Relax by the pool surrounded by lounge chairs and umbrellas.

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

10.0 out of 10, Exceptional, (33)
"This property was very clean & comfortable! The area is nice & quiet too!"
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Charming condo efficiency in peaceful Dennisport with WiFi, AC
Enjoy cooking in this kitchen with a stovetop and sink, plus a compact dishwasher and dining area.

Charming condo efficiency in peaceful Dennisport with WiFi, AC

10.0 out of 10, Exceptional, (2)
"Great host and a perfect spot for when I was in town to visit my son. "
Charming condo efficiency in peaceful Dennisport with WiFi, AC
Cape Cod Oceanfront New Penthouse w Ocean View & Private Beach! capeoceanvista
Enjoy the ocean view from the balcony with a comfortable seating area.

Cape Cod Oceanfront New Penthouse w Ocean View & Private Beach! capeoceanvista

10.0 out of 10, Exceptional, (72)
"We had an amazing stay in this beautiful penthouse on the top floor of a beachside condo. Kitchen and living space were perfect for relaxing and staying cozy. You can't beach a beachfront property close to restaurants, coffee shops and shopping! Thank you so much for the perfect winter getaway and welcoming us into your stunning property. We will definitely be back!"
Cape Cod Oceanfront New Penthouse w Ocean View & Private Beach! capeoceanvista
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Enjoy cooking in this well-equipped kitchen with a central island, oven, and sink.

Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!

9.8 out of 10, Exceptional, (14)
"The location and view could not be better for Oak Bluffs.The master bed was exceptionally comfortable.The hosts were easily accessible.We would stay here again. "
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Southcape Resort Mashpee a Ramada by Wyndham
Houses with brick exteriors and white trim stand amidst well-manicured lawns and trees.

Southcape Resort Mashpee a Ramada by Wyndham

3.0 star property
8.6 out of 10, Excellent, (200)
"Enjoyed our stay."
Southcape Resort Mashpee a Ramada by Wyndham
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! capeoceanvista
Relax on the deck with ocean views, featuring two Adirondack chairs and a small table.

Cape Cod Oceanfront New Condo with Ocean View & Private Beach! capeoceanvista

10.0 out of 10, Exceptional, (106)
"We had a fantastic stay. The condo was extremely clean, well maintained and cozy. The location was great and had amazing views. Everything was just as described and the host was very friendly and super responsive. We would definitely stay here again and recommend it to others!"
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! capeoceanvista
Quaint condo near private beach access with fireplace - close to dining
Equipped with a dishwasher, microwave, and sink, this kitchen offers a clean and functional space.

Quaint condo near private beach access with fireplace - close to dining

9.0 out of 10, Wonderful, (55)
"Great location "
The price is CA $321
CA $726 total
includes taxes & fees
Aug 21 - Aug 22
Quaint condo near private beach access with fireplace - close to dining
New to Vrbo! Cozy Cottage for Summer Rental
Relax in this inviting living room with a comfortable armchair, dining table, and striped sofa.

New to Vrbo! Cozy Cottage for Summer Rental

8.8 out of 10, Excellent, (15)
"This cottage was the perfect summer vacation spot. Walking distance from the Raw Bar and the private beach were the best parts. Ideal location!"
New to Vrbo! Cozy Cottage for Summer Rental
New Rental-Maushop Village, 2-bedroom, 1.5 baths, A/C, patios & private beach
Property grounds

New Rental-Maushop Village, 2-bedroom, 1.5 baths, A/C, patios & private beach

10.0 out of 10, Exceptional, (4)
"Wonderful property and wonderful stay. Paul is the best for rentals in the area. Looking forward to a return soon. "
New Rental-Maushop Village, 2-bedroom, 1.5 baths, A/C, patios & private beach
Oceanfront Property Private Beach on Nantucket Sound Sleeps 6
Stroll along the walkway to the beach, bordered by lush greenery and vibrant flowers.

Oceanfront Property Private Beach on Nantucket Sound Sleeps 6

9.8 out of 10, Exceptional, (109)
"We both wanted to get a glimpse of Cape Cod for a few days and just relax and this location was awesome for that purpose! Even though the weather wasn’t all that great, we were able to take a walk on the beach just outside our VRBO!"
Oceanfront Property Private Beach on Nantucket Sound Sleeps 6
Ocean Front, Private Beach, Ocean View , Private patio
Access the beach via a staircase leading down to the shoreline.

Ocean Front, Private Beach, Ocean View , Private patio

9.6 out of 10, Exceptional, (42)
"The condo was clean, spacious, and in a wonderful location. Loved the outdoor sitting area and convenience of having the beach so close!"
Ocean Front, Private Beach, Ocean View , Private patio
Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis
Experience the serene beauty of the ocean and sky, with gentle waves approaching the shore.

Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis

9.0 out of 10, Wonderful, (12)
"It was clean, but could definitely use some updating. The door code was"
Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis
OCEAN VIEWS & A/C in cozy condo w/upscale finishes!- STEPS TO PRIVATE BEACH
Surrounded by a serene tree and a tranquil body of water, this peaceful retreat offers a serene escape.

OCEAN VIEWS & A/C in cozy condo w/upscale finishes!- STEPS TO PRIVATE BEACH

10.0 out of 10, Exceptional, (112)
"Clean and very well appointed nice decor everything was great"
OCEAN VIEWS & A/C in cozy condo w/upscale finishes!- STEPS TO PRIVATE BEACH
Sunrise and Sunset from Private Beach in Dennis Port! (2132)
Property grounds

Sunrise and Sunset from Private Beach in Dennis Port! (2132)

8.6 out of 10, Excellent, (16)
"Nice condo with private beach."
Sunrise and Sunset from Private Beach in Dennis Port! (2132)
In town Location Walk to beach Pet Friendly AC WiFi Dolce Vita!
Guests can enjoy a lively beach scene with umbrellas, lounge chairs, and ocean views.

In town Location Walk to beach Pet Friendly AC WiFi Dolce Vita!

10.0 out of 10, Exceptional, (20)
"The condo is perfect as is the location."
In town Location Walk to beach Pet Friendly AC WiFi Dolce Vita!
Beachfront Dennis Condo w/ Patio, Dogs Welcome
Enjoy cooking in this well-equipped kitchen with a dishwasher, oven, and microwave.

Beachfront Dennis Condo w/ Patio, Dogs Welcome

2.0 star property
Beachfront Dennis Condo w/ Patio, Dogs Welcome
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osterville Hotel Reviews

Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

10/10 Excellent
"Great location. Looks new in and out"
SURRENDRA 1-night trip
Posted 23 hours ago
Aiden by Best Western Cape Cod - West Yarmouth