Search Osterville Cottages

Compare 450 Cottages in Osterville with updated reviews, rates, and availability.

One Bedroom Cottage on Large Property. Walking Distance to Vineyard Haven Town.
Fridge, coffee/tea maker, toaster, cookware/dishes/utensils
One Bedroom Cottage on Large Property. Walking Distance to Vineyard Haven Town.
The price is $200
$332 total
includes taxes & fees
Jun 11 - Jun 12
One Bedroom Cottage on Large Property. Walking Distance to Vineyard Haven Town.
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST WATERFRONT VALUE ~ 3 NIGHT MINIMUM STAY!
Beach nearby, sun loungers
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST WATERFRONT VALUE ~ 3 NIGHT MINIMUM STAY!
9.2 out of 10, Wonderful, (85)
"This is a true get a way for 2. Larry was informative and hospitable. What a view!"
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST WATERFRONT VALUE ~ 3 NIGHT MINIMUM STAY!
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers
Gorgeous Cottage steps from the beach
7.2 out of 10, Good, (5)
"This cottage is charming, quiet, clean, and private. The neighborhood is lovely, and the beach is a few minutes walk down the street."
Gorgeous Cottage steps from the beach
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Adorable cottage on Cape Cod's historic Rt 6A
Property grounds
Adorable cottage on Cape Cod's historic Rt 6A
10.0 out of 10, Exceptional, (118)
"Just as good as before!"
Adorable cottage on Cape Cod's historic Rt 6A
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Property grounds
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
10.0 out of 10, Exceptional, (36)
"We had a wonderful stay! The place was clean, cute, and very conveniently located. Would definitely return!"
The price is $389
$497 total
includes taxes & fees
Jun 17 - Jun 18
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
2 Cottages walking distance to beaches, restaurants, mini-golf and much more
Property grounds
2 Cottages walking distance to beaches, restaurants, mini-golf and much more
2 Cottages walking distance to beaches, restaurants, mini-golf and much more
Oceanfront Cape Cod Vacation Rental: Beach Access!
Interior
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, (45)
"Property was lovely as advertised. Oceanfront, clean, spacious. Nothing beats hearing the crashing waves at night on the upstairs bedroom patio. Highly recommended!"
Oceanfront Cape Cod Vacation Rental: Beach Access!
Steps to the beach with an ocean view,
Beach | Beach nearby, sun loungers, beach towels
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (97)
"A late April getaway was enhanced by staying in this lovely cottage. It was wonderful ‘coming home’ to after a busy day exploring Cape Cod. The cottage is cosy and clean with a well-equipped kitchen - exactly what we want in a vacation rental. Communication was timely and efficient from start to finish. Thank you, Tom!"
Steps to the beach with an ocean view,
Lovely oceanfront cottage with deck, grill, & panoramic views
Property grounds
Lovely oceanfront cottage with deck, grill, & panoramic views
9.0 out of 10, Wonderful, (69)
"Loved this place! Views were spectacular. We did see lots of seals and I would suggest you bring a good book. It’s very quiet and peaceful. We hated to leave."
Lovely oceanfront cottage with deck, grill, & panoramic views
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
1 bedroom, desk, free WiFi, bed sheets
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
9.8 out of 10, Exceptional, (20)
"Cute little apartment off of the property garage with privacy. Location is perfect for exploring the Cape, and the property was clean and comfortable. We had a great time!"
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Cozy Beach Cottage
Beach nearby, sun loungers, beach towels
Cozy Beach Cottage
10.0 out of 10, Exceptional, (36)
"Really adorable place that is very well appointed for everything you need"
Cozy Beach Cottage
Updated Buzzards Bay Beach Cottage: Walk to Shore!
Pool
Updated Buzzards Bay Beach Cottage: Walk to Shore!
10.0 out of 10, Exceptional, (38)
"This place is perfect for a cape get a way. Beautiful and convenient to everything."
Updated Buzzards Bay Beach Cottage: Walk to Shore!
New Rental - 2 bedrooms, 1.5 baths, with magnificent views.
On the beach, sun loungers, beach towels
New Rental - 2 bedrooms, 1.5 baths, with magnificent views.
10.0 out of 10, Exceptional, (2)
"Great location, close to the beach in a quaint Cape Cod village. The cottage was very charming and fit all our needs. Very clean and comfortable. Would definitely recommend to friends and family."
New Rental - 2 bedrooms, 1.5 baths, with magnificent views.
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Terrace/patio
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
10.0 out of 10, Exceptional, (7)
"Absolutely LOVED staying here! I give it over 10 stars! Prior to arriving, our host filled us in about ferry schedule and recommendations in the area. Arrived at the cottage which was walking distance from the ferry to find a CLEAN, quaint home. Beds were comfy and the kitchen and bathrooms were stocked with essentials. Perfect massaging shower. My husband and two kids (3 & 6 yrs old) really enjoyed it there and want to visit again. We went for Mother’s Day weekend. We rented a car (Budget...
The price is $399
$509 total
includes taxes & fees
Jun 17 - Jun 18
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
12 VINEYARD VIEW - FULLY RENOVATED
Beach nearby
12 VINEYARD VIEW - FULLY RENOVATED
9.8 out of 10, Exceptional, (31)
"We had a delightful stay at this charming cottage in Mashpee. It's perfectly located by the ocean, and blends modern amenities with cozy comfort. Clean and well-equipped, it provided everything we needed, including easy beach access. A wonderful experience despite some rainy weather! Can't wait to return."
12 VINEYARD VIEW - FULLY RENOVATED
Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (172)
"Nice little cottage by the water we got unlucky with the weather overall satisfied with the stay little too much air freshner in the place"
Steps to the Ocean! Perfect Location!!!
Lovely Cape Cottage 2 bedroom with private beach and central air.
Beach nearby
Lovely Cape Cottage 2 bedroom with private beach and central air.
9.8 out of 10, Exceptional, (39)
"This worked out perfectly for a spring getaway. Clean updated property in a great location. Thank you."
The price is $180
$444 total
includes taxes & fees
Jun 16 - Jun 17
Lovely Cape Cottage 2 bedroom with private beach and central air.
Peaceful Cozy Water Front Cottage. Step back in time and ENJOY
Smart TV
Peaceful Cozy Water Front Cottage. Step back in time and ENJOY
9.6 out of 10, Exceptional, (30)
"A beautiful, peaceful location. I could have spent forever on the deck watching the birds sand water."
Peaceful Cozy Water Front Cottage. Step back in time and ENJOY
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Property grounds
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
8.6 out of 10, Excellent, (68)
"The property was nestled in a fairytale community with beautiful blooms, a cozy cottage and walkable distance to the ocean, beach and wedding venues."
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Steps from private Beach, Golf Course, AC
Aerial view
Steps from private Beach, Golf Course, AC
9.6 out of 10, Exceptional, (14)
"Overall we enjoyed our time at Anissas place and for the money it was good. The access to the river and kayaks was great and generally they had enough to get by. We left wanting a bit more on the finer details though. There was no shampoo, no paper towels, no extra bath towels and much of the house appeared dated and in need of some touching up/repair. The back deck sliding door was in it's dying days and some of the rugs/furniture were stained. With some work on these areas it could be an...
Steps from private Beach, Golf Course, AC
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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
Interior
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
9.2 out of 10, Wonderful, (27)
"We really enjoyed our stay. There were a few issues. We couldn’t get in through the front door at all we had to go in through the garage. There were no potholders for cooking. Missing sugar for morning coffee. Napkins and tissues also unavailable. The only major concern that was an inconvenience neither of the bathrooms had heat. Thank you We will definitely be back again"
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
Holly Tree Resort by VRI Americas
BBQ/picnic area
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (301)
"Loved this property "
Holly Tree Resort by VRI Americas
Cape Winds Resort by VRI Americas
Children's play area - outdoor
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, (394)
"Awesome"
The price is $150
$172 total
includes taxes & fees
Jun 10 - Jun 11
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 Cottages information

Number of reviews
851
Accommodation
450 Cottages
Lowest Price
$180
Highest Price
$399

Frequently asked questions

How much do cottages in Osterville cost?
Rates for cottages in Osterville range between $180 and $399 per night. No matter your budget, you’re sure to find the perfect place to get in touch with nature. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Osterville?
A guest favorite is Sun Retreats Peters Pond. Make yourself comfortable at this 2.5-star stay which comes with a swimming pool and a barbecue grill. 11 Mashpee - 2 Bedroom Cottage is another recommended option worth considering. Put your bags down at this 3.5-star cottage and take advantage of amenities including a barbecue grill and free self parking. You can choose from multiple cottages in Osterville with a total average guest review rating of 9.4.
How many cottages are there in Osterville?
Make use of your vacation days and pick from 450 cottages in Osterville. Longing for a place where you can get in touch with nature? Expedia will help you find your ideal escape in a few simple clicks.
Are there any family-friendly cottages in Osterville?
Traveling with your group in Osterville is simple at Sun Retreats Peters Pond. With amenities including a playground and a swimming pool, you’ll find all the comforts you need at this 2.5-star cottage. 11 Mashpee - 2 Bedroom Cottage is another family-friendly stay where everyone can take time out from the relentless pace of life in the city. This cottage has a 3.5-star rating and conveniences including a playground and a barbecue grill. Osterville boasts an array of family-friendly attractions to discover when the kids are getting restless. Cape Codder Water Park and Craigville Beach offer fun for travelers of all ages.
Why book your cottage in Osterville with Expedia?
We think that a vacay should be easy, so if you’re looking for cottages in Osterville at a great price, Expedia delivers. Save those pennies and stay in a wallet-friendly option far away from the city rush, or splurge on an upmarket cottage to really spoil your favorite people.
How can I find cheap cottages in Osterville?
Expedia is here to help you look for cheap cottages in Osterville. To find a fantastic stay in a couple of clicks, use the filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in Osterville near my cottage?
Osterville has enough sights and experiences to keep you occupied for weeks (or months!), starting with Cape Codder Water Park. Craigville Beach, Cape Cod Inflatable Park and Seagull Beach are other impressive attractions. If you’re staying a while longer, John F. Kennedy Hyannis Museum and Sandy Neck Beach are great additions to your itinerary.

Recent reviews of Osterville hotels
Expedia verified reviews

Hyannis Travel Inn

Hyannis Travel Inn

5/5 Excellent
"Excellent "
A verified traveler stayed at Hyannis Travel Inn
Posted 2 days ago
Hyannis Travel Inn