Book pet friendly vacation rentals in Oak Bluffs

Discover the charm of pet-friendly vacation homes in Oak Bluffs

Enjoy a memorable getaway in Oak Bluffs with our delightful pet-friendly vacation homes, where your furry friends are more than welcome. Nestled within this picturesque beach destination, these rentals provide the perfect blend of comfort and convenience. With stunning ocean views, sandy shores, and lush landscapes, you can create unforgettable memories with your loved ones—both two-legged and four-legged. Whether you're exploring the vibrant local scene or relaxing by the beach, Oak Bluffs offers a fantastic backdrop for your next vacation adventure.

Our top choices for a great stay

Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill

Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill

Book a stay at this beach vacation home in Oak Bluffs. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Inkwell Beach and Eastville Beach are located nearby.
8.4/10 Very Good! (6 reviews)
Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Stay at this vacation home in Oak Bluffs. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located nearby.
9.8/10 Exceptional! (40 reviews)
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Stay at this vacation home in Oak Bluffs. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Inkwell Beach and East Chop Light are located nearby.
10/10 Exceptional! (2 reviews)
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C

Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C

Stay at this vacation home in Oak Bluffs. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Inkwell Beach and Oak Bluffs Public Library are located nearby.
4/10 (8 reviews)
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C
Serene home with backyard barbecue area - bike to Arts District, 1 mile to beach

Serene home with backyard barbecue area - bike to Arts District, 1 mile to beach

Stay at this vacation home in Oak Bluffs. Enjoy a garden, laundry facilities, and patios. Popular attractions Inkwell Beach and Oak Bluffs Public Library are located nearby.
8/10 Very Good! (4 reviews)
Serene home with backyard barbecue area - bike to Arts District, 1 mile to beach
Hideaway At Meadow View Farm/Private Tennis Courts with Spacious Bedrooms

Hideaway At Meadow View Farm/Private Tennis Courts with Spacious Bedrooms

Stay at this vacation home in Oak Bluffs. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Inkwell Beach and Farm Neck Golf Club are located nearby.
Hideaway At Meadow View Farm/Private Tennis Courts with Spacious Bedrooms
Dog-friendly home with fenced yard- walking distance to beach, ferry & town

Dog-friendly home with fenced yard- walking distance to beach, ferry & town

Stay at this vacation home in Oak Bluffs. Enjoy a garden, laundry facilities, and patios. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located nearby.
8.2/10 Very Good! (26 reviews)
Dog-friendly home with fenced yard- walking distance to beach, ferry & town
Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w/AC

Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w/AC

Stay at this vacation home in Oak Bluffs. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located nearby.
Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w/AC
Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer

Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer

Stay at this vacation home in Oak Bluffs. Enjoy a garden, laundry facilities, and patios. Popular attractions Inkwell Beach and Oak Bluffs Public Library are located nearby.
9.6/10 Exceptional! (6 reviews)
Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer
Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC

Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC

Book a stay at this family-friendly vacation home in Oak Bluffs. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located nearby.
10/10 Exceptional! (31 reviews)
Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC
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.

Why choose a pet-friendly vacation home over a hotel in Oak Bluffs?

For travelers seeking a cozy retreat or a family gathering, opting for a pet-friendly vacation home in Oak Bluffs can significantly enhance your experience compared to a traditional hotel. These private rentals for pet owners provide a spacious environment where your family can relax and bond, while also accommodating your furry companions comfortably. Unlike hotel stays, where pets might feel out of place, vacation homes allow for a more natural setting, often featuring outdoor spaces for your pets to explore. You'll also enjoy the convenience of a fully equipped kitchen, enabling you to prepare family meals and save on dining costs. While hotels offer their own set of amenities, the added freedom and comfort of vacation homes that allow pets can create lasting memories, whether you're lounging on the beach or enjoying evenings together in your private space. It's the perfect way to blend family time and comfort with the joy of having your pets along for the adventure.