Vacation rentals with breakfast in Oak Bluffs

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Top-rated breakfast rentals in Oak Bluffs

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Guest favorite

Guest suite in Edgartown

4.93 out of 5 average rating, 81 reviews

Step Away; A Martha's Vineyard Retreat

Studio apartment addition attached to our family home. Our home is located three miles to downtown Edgartown with bus service & bike path close by. Private entrance, mini fridge, coffee press & accessories, private bath with shower, washer/dryer, bed in a loft area (ladder access only) with queen size sofa bed available below for additional sleeping. This is our family home with two baby boys. We try our best to keep quiet, but it is important to note their presence; rental has a sound machine.

Sep 25 – Oct 2

G$50,910 GYD per night

Superhost

Place to stay in Oak Bluffs

4.54 out of 5 average rating, 28 reviews

Classic MVY Cottage, private, in prime location

"It's an amazingly quaint spot" With a bit of reconstruction, we have transformed a cozy 1933 fishing cabin into a charming cottage wrapped by world-class gardens. This property is perfectly suited for a single traveler, couple or small party of 3 (maximum), seeking privacy & solitude. We are a mere bike ride to Eastville Beach, the Harbor and Circuit Avenue. Enjoy backyard cookouts, shopping, sailing, fresh seafood, chocolates & more. Let this Cozy Cottage become part of your MVY memories.

Feb 13 – 20

G$234,936 GYD per night

Home in Oak Bluffs

4.89 out of 5 average rating, 9 reviews

Colorful + Stylish Cottage in Oak Bluffs

Welcome to the 1871 Gingerbread Cottage of our dreams! We have renovated this house by hand and spend much of our time here filling it with love and memories. When our own family isn't here, we open it to you + yours! The cottage was featured in the May/June '16 issue of Yankee Magazine, as well as several design books. We are within walking distance of the Oak Bluffs ferry terminal, Circuit Avenue's restaurants and bars, and several beaches. Lighthouses + more are just a short bike ride away!

May 8 – 15

G$132,437 GYD per night

Guest favorite

Home in Edgartown

4.91 out of 5 average rating, 46 reviews

Walk to Town/Golf Club - Renovated Edgartown Home

The perfect retreat for your escape to Martha's Vineyard, walking distance to downtown Edgartown! Location, location, location! We're a stone's throw from Edgartown Golf Club and all the amazing restaurants + shops are just a 10 minute stroll. This 2-bedroom, 2-bathroom home has been completely renovated, with an all-new kitchen, bathrooms, furnishings, linens & accessories. The house accommodates 5 people very comfortably, and is located on a quiet residential street just off Upper Main.

Oct 24 – 31

G$114,546 GYD per night

Home in Barnstable

4.84 out of 5 average rating, 25 reviews

Renovated & Sophisticated Home Near Beach & Shops!

Welcome to a place where all of your vacation dreams can become beautiful memories. Dream on in to find an open floor plan, hardwood floors & great amenities to make your vacation more comfortable. Located only minutes to Main Street shops, restaurants, & nightlife. Beach? The ocean is just two miles away. Shopping? Cape Cod Mall is just around the corner. Fly to the Vineyard? The airport & ferry are minutes away. Perfect for barbecues, an outdoor shower after a day at the beach & much more!

Dec 7 – 14

G$65,143 GYD per night

Guest favorite

Home in Fairhaven

4.95 out of 5 average rating, 64 reviews

The Crescent

Furnished 2 bd., 2 ba. beach house. Living space is open concept connecting the dining, living and kitchen areas, making it ideal for conversation and fun. High ceilings and ample natural light bring addition cheer. Hard wood flooring, stainless steel refrigerator, generous granite counterspace for cooking. 2 full bathrooms, washer and dryer. Master bedroom, queen bed, double sink in bathroom. Beautiful West Island Town Beach and the Fort Phoenix are nearby for play and soaking up the sun.

Sep 8 – 15

G$54,286 GYD per night

Guest favorite

Cottage in Oak Bluffs

4.89 out of 5 average rating, 98 reviews

East Chop Cottage

This quaint little cottage is located in the heart of East Chop, a neighborhood of Oak Bluffs. East Chop features the high, prominent bluffs that gave Oak Bluffs its name. A lighthouse, East Chop Light, stands at the north end of the chop on Telegraph Hill- only a five minute walk from the cottage. The cottage is a twelve minute walk to the harbor, and about a mile from the Oak Bluffs ferry! There is a public beach about 1/2 mile down the road. ***This space is not suitable for children

Oct 24 – 31

G$91,047 GYD per night

Guest favorite

Home in Mashpee

4.87 out of 5 average rating, 30 reviews

New Seabury French Chateau Inspired

You will love this bright, sunny, safe, quiet and fully fenced New Seabury home for home away getaway and relaxation. Split floor plan with master bedroom and bath on one side of the home, while there are two other bedrooms which share a bath on the other side. All bedrooms are large enough to accommodate family of 10! Additional living space in the loft as well as a bedroom and bath in the basement. Less than a mile away from the beach, lots of beautiful trails and more!

Nov 15 – 22

G$179,217 GYD per night

Guest favorite

Guest suite in Sandwich

5.0 out of 5 average rating, 45 reviews

The "Oasis" in Sandwich Village

Location, Location, Location! In the heart of beautiful, historic Sandwich Village. *See Sandwich Camber of Commerce in our Local Guidebook for upcoming holiday events! We’re just a short distance to a variety of casual and fine dining restaurants, gift shops & beaches. Visit Sandwich Glass Museum, Famous Sandwich Boardwalk, Heritage Museums & Gardens (Gardens Aglo) and the Cape Cod Canal, to name a few! A little over an hour's drive to Boston, Newport & Provincetown.

Jan 5 – 12

G$44,542 GYD per night

Guest favorite

Guesthouse in Vineyard Haven

4.94 out of 5 average rating, 125 reviews

West Chop Cottage + Beach Access

Sweet, rustic, and tiny - yet comfortable with all the amenities - the cottage is a short walk to the town center, lighthouse, landmarks, and lovely harbor beaches on desirable West Chop. The private yard with harbor view allows for sunbathing and stargazing, lounging and lawn games, grilling and campfires. With access to spectacular private association ocean beach, Hancock Beach, on the island's south shore in Chilmark, this rental offers a complete Vineyard experience.

Jun 9 – 16

G$100,506 GYD per night

Guest favorite

Cottage in Falmouth

4.84 out of 5 average rating, 25 reviews

The Cottage Suite at Frederick William House

The Cottage is a cozy little nook in the heart of Falmouth, just steps away from the Shining Sea Bikeway and across the street from Goodwill Park. This well appointed 2 bedroom Seaside retreat has a gorgeous garden patio with private bath, fire pit, kitchen, laundry, & bike rentals included. Close to historic downtown Falmouth Village & Steamship Authority...making a day on Martha's Vineyard effortless with our on site bikes. Beach passes are available at the front desk.

Nov 13 – 20

G$110,539 GYD per night

Guest favorite

Apartment in New Bedford

4.99 out of 5 average rating, 101 reviews

One Bedroom in-law near beach with breakfast

One bedroom in-law apartment with Queen size bed, and Queen sleeper sofa in the living room. Full kitchen and 3/4 bathroom. Close to downtown New Bedford, with many restaurant options, and ferries to Martha's Vineyard, Nantucket and Cuttyhunk. Short walk to the beach (1/4 mile), Fort Rodman and Fort Taber where there is a military museum and a walking/bike path. Flexible Check-in, so you can arrive when convenient for you (as early as 9AM). No Guests or parties.

Jan 17 – 24

G$27,750 GYD per night