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 Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
Jun 10 – 17
Home in Sandwich
4.99 out of 5 average rating, 69 reviews"Cape Escape" luxury home w/pool & beach access.
Nov 11 – 18
Home in Sandwich
5.0 out of 5 average rating, 14 reviewsCoastal Escape with In-Ground Pool on The Cape
Jun 7 – 14
Home in Mashpee
5.0 out of 5 average rating, 3 reviewsWaterfront Home w/ Dock, Heated Pool, Kayaks & A/C
Sep 14 – 21
Home in Mashpee
4.88 out of 5 average rating, 16 reviewsBeautiful Mashpee Home with Pool
Dec 15 – 22
Home in Plymouth
4.95 out of 5 average rating, 38 reviewsOur families slice of heaven
Jan 4 – 11
Home in Falmouth
4.94 out of 5 average rating, 17 reviewsDog Friendly Cape Oasis | Pool+Beach |Tennis Court
Jan 30 – Feb 6
Home in Plymouth
4.91 out of 5 average rating, 55 reviews5Br | Ocean View | Indoor Pool | Steps From Beach!
Jan 18 – 25
Condo rentals with a pool
Condo in West Dennis, Dennis
4.8 out of 5 average rating, 30 reviewsHidden Hideaway
Mar 11 – 18
Condo in Dennis
4.9 out of 5 average rating, 70 reviewsThe Sea Salt Studio - Steps to the Beach!
Mar 27 – Apr 3
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 Dennis
4.92 out of 5 average rating, 25 reviewsApril promo-Location-5 mins to beach-Pvt balcony
Apr 2 – 9
Condo in Dennis
4.83 out of 5 average rating, 18 reviews1BR 2nd Floor Condo with pool
May 5 – 12
Condo in Dennis
4.83 out of 5 average rating, 65 reviewsComfy Cape Escape! Spacious, Cozy, Close to Beach!
Sep 20 – 27
Condo in Brewster
4.84 out of 5 average rating, 31 reviewsGolf Course Views and Pools
May 22 – 29
Condo in Tisbury
4.91 out of 5 average rating, 45 reviewsSunny 2bedroom condo w pool, walk to town
Sep 26 – Oct 3
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
ﺩ.ﺇ992 before taxes and fees
Destinations to explore
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