Guesthouse vacation rentals in Edgartown

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Top-rated guesthouse rentals in Edgartown

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Barnstable

5.0 out of 5 average rating, 111 reviews

Modern Fireplaced Carriage House with Beach Permit

Feel at home & relax in our new one bedroom carriage house. Modern yet classic Cape Cod style and elegance. Rest easy on a new Stearns & Foster king size mattress with designer linens and furnishings. Cozy up to the fireplace and flat screen TV. Custom bathroom, Bosch laundry units and small deck. Kitchenette with dishwasher drawer, under cabinet refrigeration, microwave, toaster, Keurig coffee maker, Starbucks coffee and various teas. We offer beach chairs, bags & towels for your convenience.

Aug 31 – Sep 7

R9,099 ZAR per night

Superhost

Guesthouse in Falmouth

4.88 out of 5 average rating, 154 reviews

Quaint Cape Cod Cottage

Quaint cottage on Cape Cod, perfect for a last minute getaway. Amazing location with the beach, Shining Sea Bike Path, The Knob, and Spohr Gardens all within WALKING DISTANCE! A five minute drive to Falmouth Main Street which offers amazing restaurants and shops. In the other direction, another five minute drive will bring you to the historical seaside village of Woods Hole, home to world renowned scientists, numerous beaches, restaurants, museums, an aquarium and the Martha's Vineyard Ferry.

Sep 1 – 8

R6,551 ZAR per night

Guest favorite

Guesthouse in Edgartown

5.0 out of 5 average rating, 11 reviews

THE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER

The Big Chill is close to the buses, grocery stores, fish markets, Morning Glory Farm, the beautiful beaches and the center of Edgartown. You’ll love it.. its cozy, has A/C, you'll love the high ceilings on the second floor and the location! The BIG CHILL has a full bath indoors and a fully enclosed outdoor shower steps from the door. Great for couples, solo adventurers, and business travelers….a bike ride to town. If you need a bigger house, check out Sandy Feet Retreat for 5-10 guests.

Mar 13 – 20

R6,885 ZAR per night

Guest favorite

Guesthouse in Chilmark

4.98 out of 5 average rating, 198 reviews

Beautiful Guest House in Chilmark

This newly renovated guest house is located in a quiet and very private setting in Chilmark. The guest house is located above the garage adjacent to the main house with a private entrance. It has a queen size bed with two oversized chairs. There is a full bathroom in addition to a private outdoor shower. A small kitchen features butcher block countertops, a stainless steel sink, refrigerator and electric stove. Central air conditioning + heat make it the perfect getaway for all seasons.

Oct 22 – 29

R6,690 ZAR per night

Superhost

Guesthouse in Bourne

4.78 out of 5 average rating, 123 reviews

Rustic Carriage House by the Sea

This is an authentic small old Cape Cod rustic carriage House. Which is charming, antique and unique. It is in a beautiful one-of-a-kind location. Loaded with cozy fun. A great getaway any time of the year! The Carriage house is walking distance away from beautiful Hens cove and is near many activities, Bike paths, the canal, the ferry, hiking, fishing, and many restaurants. Great for pet friendly Families, a couple of couples, friends that want to stay together, and bigger groups.

Oct 27 – Nov 3

R2,772 ZAR per night

Superhost

Guesthouse in Edgartown

4.87 out of 5 average rating, 60 reviews

Martha’s Vineyard Cottage - A Glamping Experience!

This is your vineyard home, where you can walk or ride a bike less than a mile to the beach or two into town. Get the glamping experience with kitchenette, A/C, an outdoor shower, a composting toilet, a queen bed in the loft and futon couch that can sleep two more in the living room. Enjoy outdoor games, outdoor seating, a Weber grill for bbq, tv, WiFi, cozy indoor space and more, right on the bike path with a bus stop for easy accessibility or free car parking. Whatever you want!

Oct 24 – 31

R3,901 ZAR per night

Superhost

Guesthouse in Edgartown

4.97 out of 5 average rating, 35 reviews

Quiet, Pet Friendly, Close to Edgartown and Oak Bl

Newly completed in 2020, this new construction home in Edgartown is fully equipped with all the modern amenities and an open floor plan. The property is located at the back of a 2-acre lot in the quiet and picturesque Smith Hollow neighborhood. The house is located just steps from the town bike path, and directly on miles of hiking trails and public preserves. You are 2.9 miles from Edgartown which is a 7-minute drive and a 13-minute bike ride. You are also on the MVTA bus route.

May 11 – 18

R6,492 ZAR per night

Guest favorite

Guesthouse in Yarmouth

4.96 out of 5 average rating, 183 reviews

One bedroom guest house on beautiful Cape Cod

Second level guest apartment with one bedroom, bathroom, kitchen, large walk-in closet and living room. Just about everything you need to feel at home. There is A/C in the bedroom and the living area is well vented and has a large ceiling fan. Two golf courses are within 3/4 of a mile, public access beach and boat ramp are within 1 mile. You will also find kayaking, bike trails, walking trails and many other Cape Cod amenities just a short drive away.

Oct 4 – 11

R3,185 ZAR per night

Guest favorite

Guesthouse in Barnstable

4.87 out of 5 average rating, 106 reviews

Relaxing Cottage in Centerville Village

Welcome to my home! The cottage is located in Historic Centerville Village, it's a welcoming, bright and relaxing, studio space; perfect for a couple, or individual, to getaway on Cape Cod. Salt Tide Cottage is a private guesthouse with off-street parking and a serene outdoor space. It sits behind the main house with its own back yard space with fire pit. Just a short walk to the ocean, beaches, the library and the general store.

Sep 7 – 14

R2,993 ZAR per night

Guest favorite

Guesthouse in Yarmouth

4.97 out of 5 average rating, 154 reviews

“The Pink Cottage” in Historic South Yarmouth

“The Pink Cottage” is a charming one-bedroom private building nestled into a beautiful historic property in South Yarmouth. Enter through the pergola patio, enjoy a spacious living space with dining and kitchen area. The one-bedroom with large closet is comfortably outfitted with all linen necessities, full bath with stand-up shower. Outdoor shower just off the patio, grill and more! Very quiet and private.

Mar 7 – 14

R5,598 ZAR per night

Guest favorite

Guesthouse in Brewster

4.94 out of 5 average rating, 212 reviews

Charming Antique Cape Cod Cottage

Our cottage is situated in a lovely, landscaped yard with a private deck and back yard for our guests. We have a self check in that allows for privacy. While there is a feeling of privacy, you are close to stores and other conveniences. There are many walking trails nearby and beaches for outdoor activities. Perfect location for getting away or seeking adventure.

Nov 29 – Dec 6

R2,661 ZAR per night

Guest favorite

Guesthouse in Tisbury

4.86 out of 5 average rating, 227 reviews

Adorable Vineyard Haven Cottage

Booking for 2024 season; Spring, Summer and Fall is OPEN. Walk to Main Street Vineyard Haven and ferry from this classic, comfy cottage with great screened porch and well equipped kitchen. No car, no problem. Upgraded A/C, premium cable and a new outdoor shower!

Oct 10 – 17

R5,333 ZAR per night