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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Browse Select Osterville Cottages

Idyllic Escape w/ Deck in East Sandwich!
House (2 Bedrooms) | Interior

Idyllic Escape w/ Deck in East Sandwich!

3.0 star property
7.0 out of 10, Good, (2)
"Spacious interior, new appliances, comfortable beds. Overall seems it is not ready to be rented out, needs MUCH more attention to make it a comfortable space. Disadvantages: has a cabin type smell, right off a very busy road/not walkable area, loud road and train noise (high speed train directly out the backyard area), sparsely furnished (no actual kitchen table), no living room coffee table, deck and backyard totally unusable/rundown. Deck needed some major power washing. No usable outdoor...
Idyllic Escape w/ Deck in East Sandwich!
Dennis Retreat: 4 Mi to Mayflower Beach!
House (3 Bedrooms) | Interior

Dennis Retreat: 4 Mi to Mayflower Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had so much fun, can't wait to do it again."
Dennis Retreat: 4 Mi to Mayflower Beach!
Marion Home w/ Private Deck < 1 Mi From Beach
House (3 Bedrooms) | Interior

Marion Home w/ Private Deck < 1 Mi From Beach

3.0 star property
10.0 out of 10, Exceptional, (1)
Marion Home w/ Private Deck < 1 Mi From Beach
Steps to Beach & Main St: Dog-friendly Retreat!
House (3 Bedrooms) | Interior

Steps to Beach & Main St: Dog-friendly Retreat!

3.0 star property
Steps to Beach & Main St: Dog-friendly Retreat!
Beach & Lake Access: Home w/ Porch in Mashpee!
House (4 Bedrooms) | Interior

Beach & Lake Access: Home w/ Porch in Mashpee!

3.0 star property
Beach & Lake Access: Home w/ Porch in Mashpee!
Walk to Monument Beach: Cape Cod Cottage w/ Grill
Cottage (3 Bedrooms) | Interior

Walk to Monument Beach: Cape Cod Cottage w/ Grill

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was a beautiful charming cottage! Had 3 bedrooms, 1 bathroom, living room, and a kitchen. It was very clean and neat. The owner was very nice and good communication. I would stay there again!"
Walk to Monument Beach: Cape Cod Cottage w/ Grill
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Cottage (2 Bedrooms) | Front of property

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

3.0 star property
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Cape Cod Home: Walk to Beach & Main St Hyannis!
Interior

Cape Cod Home: Walk to Beach & Main St Hyannis!

3.0 star property
Cape Cod Home: Walk to Beach & Main St Hyannis!
Walk to Beach & Main Street: Hyannis Cottage
House (4 Bedrooms) | Front of property

Walk to Beach & Main Street: Hyannis Cottage

3.0 star property
Walk to Beach & Main Street: Hyannis Cottage
5 Mi to Beach: Cape Cod Getaway w/ Grill
House (3 Bedrooms) | Interior

5 Mi to Beach: Cape Cod Getaway w/ Grill

3.0 star property
5 Mi to Beach: Cape Cod Getaway w/ Grill
1 Mi to Beach: Spacious Retreat in East Sandwich!
House (3 Bedrooms) | Interior

1 Mi to Beach: Spacious Retreat in East Sandwich!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This property was amazing. The only thing is the few trains passing by right in the backyard. The the accommodations made up for it. I would highly recommend staying here. "
1 Mi to Beach: Spacious Retreat in East Sandwich!
Family-friendly Tisbury Escape - Walk to Town
House (5 Bedrooms) | Interior

Family-friendly Tisbury Escape - Walk to Town

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect. Great."
Family-friendly Tisbury Escape - Walk to Town
Charming Cape Cod Home w/ Patio, 2 Mi to Beach!
House (2 Bedrooms) | Interior

Charming Cape Cod Home w/ Patio, 2 Mi to Beach!

3.0 star property
Charming Cape Cod Home w/ Patio, 2 Mi to Beach!
Vineyard Haven House - Easy Access to Beaches
House (3 Bedrooms) | Front of property

Vineyard Haven House - Easy Access to Beaches

3.0 star property
Vineyard Haven House - Easy Access to Beaches
Charming Hyannis Cottage: 1 Mi to Beach!
House (3 Bedrooms) | Interior

Charming Hyannis Cottage: 1 Mi to Beach!

3.0 star property
Charming Hyannis Cottage: 1 Mi to Beach!
Buttermilk Cottage in Cape Cod: Steps to Beach
House (3 Bedrooms) | Interior

Buttermilk Cottage in Cape Cod: Steps to Beach

3.0 star property
Buttermilk Cottage in Cape Cod: Steps to Beach
< 1 Mi to Beach: Family-friendly Falmouth Home!
House (4 Bedrooms) | Interior

< 1 Mi to Beach: Family-friendly Falmouth Home!

3.0 star property
< 1 Mi to Beach: Family-friendly Falmouth Home!
Charming Hyannis Home w/ Deck: Walk to Beach!
Interior

Charming Hyannis Home w/ Deck: Walk to Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We love it "
Charming Hyannis Home w/ Deck: Walk to Beach!
Walk to Shore: Updated Buzzards Bay Cottage!
Cottage (2 Bedrooms) | Interior

Walk to Shore: Updated Buzzards Bay Cottage!

3.0 star property
Walk to Shore: Updated Buzzards Bay Cottage!
1 Mi to Ferry & Beach: Waterfront Hyannis Home!
Interior

1 Mi to Ferry & Beach: Waterfront Hyannis Home!

3.0 star property
1 Mi to Ferry & Beach: Waterfront Hyannis Home!
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.
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Top Osterville Hotel Reviews

Americas Best Value Inn & Suites Hyannis Cape Cod

Americas Best Value Inn & Suites Hyannis Cape Cod

10/10 Excellent
"Lovely staff all hard working and it showed "
Kevin 3-night trip
Posted 2 days ago
Americas Best Value Inn & Suites Hyannis Cape Cod

Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between and per night. These properties offer a chance to get reacquainted with nature — at a price you can afford. These prices were 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?
Take your pick of multiple cottages in Osterville with a total average guest review rating of 8.5. Sun Retreats Peters Pond is a terrific place to relax and put your feet up between adventures. This 2.5-star cottage also offers a barbecue grill and a swimming pool. 11 Mashpee - 2 Bedroom Cottage is another popular pick with travellers to the area. It has a 3-star rating and amenities including a barbecue grill and a golf course.
How many cottages are there in Osterville?
There are 149 cottages in Osterville. No matter if you're travelling with the little ones or organising a weekend retreat with your pals, Expedia will help you find the right place to immerse yourself in nature.