Vacation rentals in Round O Swamp

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Top-rated vacation rentals in Round O Swamp

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Guest favorite

Home in Nantucket

5.0 out of 5 average rating, 10 reviews

The Nantucket Farmhouse

The Nantucket Farm House was built in 1840 and was completely renovated and refurnished in 2023. The home is spacious, very well appointed and is located on a spectacular secluded parcel on a hill surrounded by spacious lawns and natural landscaping. Very close to beaches, bike paths, and the Nantucket public transportation stop. We are experienced Air BnB Superhosts and are committed to excellent service and guest satisfaction. We have a full-time caretaker on island for your convenience.

Jun 15 – 22

G$139,535 GYD per night

Guest favorite

Apartment in Nantucket

4.96 out of 5 average rating, 218 reviews

SUNNY second floor 2BD, 2BT

Newly renovated, bright and well designed 2BD, 2BT in convenient mid island area that is great for family with kids or a small group of friends. Could sleep up to 4 people. Private entrance.1Spacious BD with king bed, a couch, BT/shower, a desk. Another room with queen bed, couch, TV, dining table&chairs, 2nd BT/bathtub, W/D, fully equipped kitchenette( fridge/freeze, conv. oven, microwave, coffeemaker, toaster, hot plates burner), A/C.Bath & beach towels, chairs,umbrella and linens provided.

Dec 13 – 20

G$77,094 GYD per night

Guest favorite

Home in Nantucket

4.93 out of 5 average rating, 160 reviews

Cuddle In Cottage near Surfside Beach

This charming Nantucket chic decorated cottage is your ideal vacation spot. Perfect for 2 and a max of 4 people. The cottage is less than a mile from Surfside Beach, voted the islands favorite, and across the street from a bike path offering biking to the beach or town a safe and easy option. The cottage boasts privacy with fully stocked kitchen, in and out door shower, radiant heat, AC unit in the bedroom, 2 flat screen TV's, top drawer linens, towels, beach chairs and an out door grill.

Feb 7 – 14

G$124,261 GYD per night

Guest favorite

Cottage in Nantucket

4.98 out of 5 average rating, 126 reviews

Spouter Cottage

A unique upside down two bedroom cottage with a deck and a view of the Harbor. A curated space with antique beams, handcrafted doors, flooring and cabinetry, antiques and fine art. It all lends a vintage feel to an up to date with all the amenities home. There is a private small side yard and garden with outdoor grill and seating. This is not a party house, it’s a sensitive house, my husband and I live right on the property, adjacent to the cottage, you have full privacy but no shenanigans.

Oct 15 – 22

G$120,077 GYD per night

Guest favorite

Townhouse in Nantucket

5.0 out of 5 average rating, 11 reviews

Entire Townhome in Madaket

Enjoy the best sunsets on Nantucket from the deck of our cozy 3 story townhome. We are located on a quiet cul de sac next to Wild Goose Cove, a half mile to Starbuck beach and less than a mile to Madaket Beach and Millie's restaurant. Also close to the Wave Bus stop & bike path, which make it easy to get around. It's a bright and breezy end unit. There are two decks for relaxing and socializing. Recently renovated, the unit is fully furnished and equipped for a memorable summer getaway.

Oct 5 – 12

G$114,967 GYD per night

Guest favorite

Apartment in Falmouth

4.98 out of 5 average rating, 111 reviews

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Oct 20 – 27

G$14,655 GYD per night

Guest favorite

Home in Nantucket

4.98 out of 5 average rating, 130 reviews

"Upon a Rock" Peace & Quiet - Mid island retreat!

Our guest suite is a separate wing on the main house. It is separated by a locked door. You have your own separate private entrance. You must come into the backyard of the main house. Look for the arbor with BAIRD written on top. These is an extra charge for any guests after the first 2 guests.,$100 per guest per night. Our guest suite is not suitable for children. We do not allow pets. If you were bringing a car please let us know in advance so we can make parking arrangements

Sep 15 – 22

G$79,881 GYD per night

Guest favorite

Guest suite in Nantucket

4.98 out of 5 average rating, 123 reviews

Derrymore Place - an island gem

Located in a quiet neighborhood off of Cliff Road, guests can relax in a spacious 350 sq/ft beautiful bedroom with a comfortable king size bed and single day bed (w/trundle). There is a 3 piece private bathroom with washer/dryer. A full size pull out sofa is available in the very large kitchenette/game room. A 300 sq/ft comfortable sitting room with sofa, cable television, wine fridge and high top table is for your exclusive use. A private entrance allows guests to come and go freely.

Feb 22 – Mar 1

G$75,686 GYD per night

Guest favorite

Cottage in Nantucket

4.95 out of 5 average rating, 100 reviews

Charming 3BR Nantucket Cottage by Town/Beach

Elegant, charming rose-covered cottage on Nantucket. Three-bedroom, 2-1/2 bath (plus outdoor shower), sleeps 5, walkable to town and beach. Open floor plan, eat-in kitchen. Beautiful English gardens. “Pebble Cottage” is practically across the street from Something Natural, a wonderful deli/bakery. In the summer, there is a shuttle bus to town and beach that stops right outside on Cliff Road. Parking space available. Pebble Cottage is the smaller of the 2 houses on the property.

Nov 10 – 17

G$155,847 GYD per night

Guest favorite

Cottage in Nantucket

4.91 out of 5 average rating, 55 reviews

Charming Nautical Cottage: Beach, Tennis & Harbor

Charming Fisher's Landing Cottage: walk to the beach and Madaket Harbor! This is our first time listing our home on Air B&B and we are excited to welcome guests to our lovely and newly renovated cottage. Nautical in theme, we invite you to a peaceful retreat in an extraordinary Nantucket area. Close to town, the beaches and Madaket Harbor; with access to two tennis courts, the bike path, and the shuttle bus, no car is required. Come enjoy a lovely get away Nantucket vacation.

Nov 1 – 8

G$85,255 GYD per night

Guest favorite

Apartment in Nantucket

5.0 out of 5 average rating, 14 reviews

Ahoy ACK

Kick back and relax in this calm, stylish space. Unit has private outdoor stairs and deck with small yard and outdoor shower, leading up to the sunlit Nantucket oasis in Miacomet/Cisco area. See Cisco Brewery and Barlett Farm outside the windows. Close proximity to some of the best beaches on the island, this 1Bed/1Bath with pullout couch will not disappoint. Laundry in unit with kitchen and flatscreen TVs. Unit was completely redone and finished in June 2023.

Nov 14 – 21

G$75,667 GYD per night

Guest favorite

Home in Nantucket

4.93 out of 5 average rating, 166 reviews

Mid Island Crash Pad

A conveniently located mid-island Crash Pad for the all movers and shakers that visit Nantucket! This gorgeous, newly built one bedroom studio with its own exterior entrance is just a few steps from the bike path and shuttle that takes you right into town. This location and space offer everything you need to be comfortable in between beach jaunts or shopping trips to town. Like a hotel room, we offer a simple and affordable place to stay on ACK.

Sep 16 – 23

G$71,723 GYD per night