Vacation rentals with a firepit in Oak Bluffs

Diamond in The Bluffs - New Home, Private Backyard

A peaceful, serene dream Close to Oak Bluffs town, yet away from the noise. This 2025 custom built home is the perfect place for your relaxing MV getaway. Enjoy the fine touches of this lovely home, and the collection of art on display from many local artisans. Enjoy the sunshine in a hammock, the private patio, or the spacious backyard; or stay inside, soaking in the large deep soak tub. The house is just a 20 minute walk into town, or a 10 minute walk to the famous Lagoon swimming beach.

★The Islander | Steps From Water, Fire Pit, AC★

A pristine island getaway. This tastefully decorated cozy cottage is nestled in the Wild Life Sanctuary of Monomoscoy Island. The home is steps from the water with a small water access at the end of the road. The location is great for a family vacation, couples getaway or romantic retreat. You will be minutes from South Cape Beach, New Seabury and the Mashpee Commons. Relax on the large front porch that offers a fire pit and views of the water on either side. Stay with us on your next vacation!

Newly Renovated! Seconds to sand, fire pit, A/C

Recently Renovated! This Cape Cod Cottage is completely refreshed top to bottom. Less than 60 seconds to the sand. Cape cod vacations do not get any better than this! Located on idyllic Monomoscoy Island known for its gorgeous wildlife and stunning waterways, our home is the perfect choice to rent on Cape Cod. We are less than 10 Mins to Mashpee Commons and famous Mashpee Town Beach, Less than 5 mins to New Seabury and the Popponesset Inn, and only 15 mins to downtown Falmouth. Linens included!

Luxury Guest Suite w/ Private Patio • Near Town

This apartment was newly built just a few years ago & still feels brand new. Located above the garage of our main residence, it has a private side entrance completely separate from the main house for total privacy. Set at the end of a beautiful subdivision just 2 miles from downtown Vineyard Haven, guests enjoy a private patio w/ gardens & a gas fire pit. Inside features stylish Vineyard décor, crisp A/C, fully equipped kitchen, large bedroom w/ queen memory foam bed & a large walk-in shower.

Charming 3-Bedrm w/Loft.New Construct! Walk 2 town

A stylish place to stay, perfect for group trips. 15min walk from town and Inkwell beach. NEW construct, beautiful open layout home is just what you have been looking for. Every bedrm has its OWN full bath. The kitchen is modern and stylish. The open layout design, leads outside to the deck, to a peaceful yet fun backyard. As you sit on the mahogany deck, you will smell the tasty delights coming from the grill of the outdoor kitchen. This home is my home and I want to share it with you.

Fantastic beach Ap 0.8 miles from Farm Neck Golf!

This one bedroom (second floor) apartment is located in a quiet neighborhood, 0.8 miles from Farm Neck Golf Club and 0.4 miles to public transportation. It is a short bike/ car ride to Circuit Ave (1.7 miles) - where you'll find various restaurants, night life & bars; 2.5 miles to State Beach. It has a queen size bed and two twin beds. We have full kitchen with a 2-range cooktop without an oven; a full bath. It’s perfect for a couple, small family, small groups and if you love golf!

Vineyard Haven Walk to Ferry

I love this neighborhood! It is quiet, peaceful, and only a short walk to either Tashmoo Beach or downtown Vineyard Haven and the ferry. The house has plenty of outdoor space with it's own wood fired pizza oven, fire pit, and decks. There are nice seating areas near the fire pit, on the lower deck and on the upper deck. Walk through the backyard, down a dirt road and be at the water in five minutes. Beach towels included! Plenty of sliding glass doors and LOTS of light. Vitamix included!

New Seabury Retreat. Butchart Gardens' Inspired

A Tranquil Escape in New Seabury 5-Bedroom Cape Cod Home with Garden Oasis Inspired by Butchart Gardens Welcome to your year-round retreat, tucked away in a private setting among towering oaks in the heart of New Seabury, Cape Cod. This beautifully maintained 5-bedroom home offers the perfect blend of coastal charm and modern comfort. Step outside into your own slice of paradise—a professionally designed garden inspired by the world-famous Butchart Gardens of Victoria, British Columbia.

Waterview, Private, Walk to Beach, Mile to Town

Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing. Ask the host about ferry reservations if they appear to be sold out!

Newly renovated home in Oak Bluff near Farm Neck

Escape to this 3-bedroom home in Oak Bluffs, across from Farm Neck Golf Club. The Beach is just a 4-minute drive or 10-minute bike ride away, with the town center nearby for shopping and dining. Located on a quiet, private street, this home offers a spacious yard and a bright, open living space. Relax on the large deck with a grill—perfect for gatherings. With modern updates and ample outdoor space, this is your perfect Vineyard getaway. Book today!

Stylish Getaway|Outdoor Shower|Patio|No car needed

* Private garden patio: table & chairs, propane grill, propane fire pit & enclosed outdoor shower * 10 min walk to Edgartown's dining & boutiques * Cable TV, Streaming services, Sonos * High-speed WiFi, comfortable workspace in the bedroom * USB charging ports in the BR & LR * Small but mighty fully stocked kitchen for home-cooked meals * Organic, local bath products * Board games & a small library * HW floors, SS Bosch appliances, DW, W/D, HVAC

The Blue Lagoon, Oak Bluffs

Come enjoy this beautifully designed, brand new home. With 3 bedrooms and 3 full bathrooms you will have all the space you need. An outdoor patio with gas grill is the perfect spot to relax after a day at the beach. Just a few steps away is the lagoon where you can paddle board, kayak, dig clams, or just take in the amazing sunsets! Summer rentals are Saturday to Saturday. Please send a message if you have any questions.