Vacation rentals with a pool in Osterville, Barnstable
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Osterville, Barnstable
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Osterville, Barnstable rentals with a pool
House rentals with a pool
Home in Sandwich
4.99 out of 5 average rating, 69 reviews"Cape Escape" luxury home w/pool & beach access.
Nov 3 – 10
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
Jun 10 – 17
Home in Sandwich
5.0 out of 5 average rating, 14 reviewsCoastal Escape with In-Ground Pool on The Cape
Feb 3 – 10
Home in Barnstable
4.9 out of 5 average rating, 10 reviewsbeautiful cape cod home with pool and hot spa
Mar 2 – 9
Home in Mashpee
5.0 out of 5 average rating, 3 reviewsWaterfront Home w/ Dock, Heated Pool, Kayaks & A/C
Sep 10 – 17
Home in Mashpee
4.88 out of 5 average rating, 16 reviewsBeautiful Mashpee Home with Pool
Jan 4 – 11
Home in Plymouth
4.95 out of 5 average rating, 38 reviewsOur families slice of heaven
Dec 4 – 11
Home in Falmouth
4.94 out of 5 average rating, 17 reviewsDog Friendly Cape Oasis | Pool+Beach |Tennis Court
Mar 26 – Apr 2
Condo rentals with a pool
Condo in West Dennis, Dennis
4.8 out of 5 average rating, 30 reviewsHidden Hideaway
Apr 22 – 29
Condo in Dennis
4.9 out of 5 average rating, 70 reviewsThe Sea Salt Studio - Steps to the Beach!
Feb 9 – 16
Condo in Dennis
4.93 out of 5 average rating, 29 reviewsStylish & Modern Studio Condo - Steps to the Beach
Oct 25 – Nov 1
Condo in Yarmouth
5.0 out of 5 average rating, 5 reviewsCarolyn's Bass River Condo
Oct 27 – Nov 3
Condo in Brewster
4.84 out of 5 average rating, 31 reviewsGolf Course Views and Pools
May 6 – 13
Condo in Dennis
4.83 out of 5 average rating, 18 reviews1BR 2nd Floor Condo with pool
May 6 – 13
Condo in Dennis
4.83 out of 5 average rating, 65 reviewsComfy Cape Escape! Spacious, Cozy, Close to Beach!
Dec 20 – 27
Condo in Dennis
4.92 out of 5 average rating, 25 reviewsApril promo-Location-5 mins to beach-Pvt balcony
Jun 23 – 30
Quick stats about vacation rentals with a pool in Osterville, Barnstable
Total rentals
10 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
50 reviews
Nightly prices starting at
R5,007 ZAR before taxes and fees
Destinations to explore
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