Oak Bluffs vacation rentals
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Top-rated vacation rentals in Oak Bluffs
Guests agree: these vacation rentals 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 Oak Bluffs vacation rentals
Oak Bluffs home rentals
Home in Oak Bluffs
4.94 out of 5 average rating, 116 reviewsThe Lighthouse
Mar 24 – 31
Home in Oak Bluffs
4.78 out of 5 average rating, 101 reviewsCozy Vacation Getaway On Bike Path
Nov 5 – 12
Home in Tisbury
4.98 out of 5 average rating, 244 reviewsVineyard Retreat: Just a mile from Tisbury center
Jun 1 – 8
Home in Edgartown
4.92 out of 5 average rating, 140 reviews✅Beach ✅Downtown ✅Restaurants/Bars ✅Bike Path
Sep 9 – 16
Home in West Tisbury
4.98 out of 5 average rating, 183 reviewsWest Tisbury Escape, Long Point Beach
Nov 11 – 18
Home in Edgartown
5.0 out of 5 average rating, 113 reviewsClose to Edgartown Village Center!
Nov 5 – 12
Home in West Tisbury
4.97 out of 5 average rating, 119 reviewsSecluded Up Island Cottage
Sep 16 – 23
Home in Edgartown
4.89 out of 5 average rating, 109 reviewsEdgartown Village: Walk to Everything
Dec 2 – 9
Oak Bluffs cottage rentals
Cottage in Tisbury
4.96 out of 5 average rating, 209 reviewsNot Your Great Aunt's Island Cottage
Oct 20 – 27
Cottage in Tisbury
4.98 out of 5 average rating, 309 reviewsMartha's Vineyard Getaway Cottage
Dec 10 – 17
Cottage in Yarmouth
4.85 out of 5 average rating, 177 reviewsCozy Cottage near Bay beaches great for a couple!
Apr 20 – 27
Cottage in Mashpee
4.95 out of 5 average rating, 300 reviews★The Islander | Steps From Water, Fire Pit, AC★
Sep 5 – 12
Cottage in Sandwich
4.95 out of 5 average rating, 155 reviewsWaterfront Lake Cottage, Private Beach, Wow View!
Jan 13 – 20
Cottage in Yarmouth
4.95 out of 5 average rating, 177 reviewsCozy Coastal Cottage With Sprawling Sea Views
Oct 12 – 19
Cottage in Fairhaven
4.79 out of 5 average rating, 277 reviewsOn the Beach Cottage in Fairhaven
Dec 12 – 19
Cottage in Sandwich
4.88 out of 5 average rating, 301 reviewsOceanfront & Pet Friendly Cottage ~ Lil’ Sea Sass
Mar 9 – 16
Oak Bluffs condo rentals
Condo in Oak Bluffs
4.95 out of 5 average rating, 21 reviewsLOCATION LOCATION!! Ocean- View TOP Floor Condo
Jun 16 – 23
Condo in Oak Bluffs
5.0 out of 5 average rating, 6 reviewsOcean View Gem, Walk to it All, No Car Needed!
Sep 12 – 19
Condo in Tisbury
4.91 out of 5 average rating, 45 reviewsSunny 2bedroom condo w pool, walk to town
Nov 11 – 18
Condo in Mashpee
5.0 out of 5 average rating, 54 reviewsThe Cape Escape with Private Pool
Jun 5 – 12
Condo in Tisbury
4.98 out of 5 average rating, 44 reviewsShort Walk into Town - Nice Comfortable Reasonable
Jun 8 – 15
Condo in Vineyard Haven
5.0 out of 5 average rating, 17 reviewsRelax....You're on Island Time......
Nov 7 – 14
Condo in Tisbury
4.76 out of 5 average rating, 17 reviewsLovely studio above garage
Jun 10 – 17
Condo in Tisbury
4.91 out of 5 average rating, 45 reviewsPrivate 3bdrm Condo Tashmoo Woods
Mar 20 – 27
Quick stats about vacation rentals in Oak Bluffs
Total rentals | 680 properties |
---|---|
Rentals with a pool | 80 properties have a pool |
Pet-friendly rentals | 150 properties allow pets |
Family-friendly rentals | 460 properties are a good fit for families |
Total number of reviews | 23K reviews |
Nightly prices starting at | $30 before taxes and fees |
Frequently Asked Questions
What types of vacation rentals are available in Oak Bluffs?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Oak Bluffs. From over 30 condo rentals, over 410 house rentals to over 50 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Where should I stay in Oak Bluffs?
Make yourself at home in Oak Bluffs by choosing from our most frequently booked neighborhoods. We have over 630 vacation rentals in Eastville, over 630 vacation rentals in East Chop, and over 630 vacation rentals in West Chop.
Are there vacation rentals with a dedicated workspace in Oak Bluffs?
Yes! Work meets play with ease at over 320 vacation rentals in Oak Bluffs featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Oak Bluffs?
Four-legged friends are welcome in Oak Bluffs. Choose from more than 150 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Oak Bluffs?
Experience the best of Oak Bluffs with our cottage rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Oak Bluffs have a bbq area?
Absolutely! We offer over 30 cottage rentals with a bbq area in Oak Bluffs. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Oak Bluffs have self check-in?
Absolutely! We offer over 20 cottage rentals with self check-in in Oak Bluffs. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Oak Bluffs have wifi?
Absolutely! We offer over 50 cottage rentals with wifi in Oak Bluffs. Enjoy a tailored experience with all the comforts you desire.
Are there Oak Bluffs house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Oak Bluffs, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Oak Bluffs have a gym?
Absolutely! We offer over 20 house rentals with a gym in Oak Bluffs. Enjoy a tailored experience with all the comforts you desire.
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