Vacation rentals in Simmons Pond

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Top-rated vacation rentals in Simmons Pond

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Guest favorite

Apartment in Middletown

4.98 out of 5 average rating, 266 reviews

Country Charm yet minutes to Newport

This apartment is located in the southeast sector of Middletown and is less than a mile from Newport. The area is close to the beaches of Aquidneck Island, the fabulous Cliff Walk and is three miles from Naval Station Newport. The property is well kept and offers off street parking. There is also a small deck with awning which offers a scenic and private place to relax. Two night minimum! Apartment is attached to a two hundred year old farmhouse. Note to military: 25% discount for extended stay

Nov 6 – 13

G$30,335 GYD per night

Guest favorite

Bungalow in Dartmouth

4.95 out of 5 average rating, 145 reviews

Updated Vintage Bungalow with Incredible Views

This space has been fully updated in the spring of 2020. Incredible unobstructed panoramic views. It is 400 sq' with an additional 350 sq ' of living space on the deck. The neighborhood is quiet, but you are a stones throw from I-195, making places like Boston, Providence and the Cape and Islands very easy to get to. The décor is bright and funky! Close to UMASS. Extensive custom area and house guide is at the Bungalow with everything you need to know to maximize your experience in the area!

Oct 18 – 25

G$32,256 GYD per night

Guest favorite

Apartment in Falmouth

4.98 out of 5 average rating, 115 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 25 – Nov 1

G$14,621 GYD per night

Guest favorite

Guest suite in Middletown

4.89 out of 5 average rating, 368 reviews

Private Sunny Unit near Newport/ New Split AC!

This is a sunny studio like apartment with new split AC, private entrance, private bath, kitchenette with sink, small private deck with pretty distant water views...gentle breezes. This extra large area IN MY HOME is perfect for a summer or weekend getaway. Walk to Easton's Beach just about 3/4 miles away. Second Beach is close at 1.5 miles away. Downtown Newport is about 2 miles from house. There are several steps which lead to door so you must be able to walk up about 15 steps.

Oct 10 – 17

G$24,535 GYD per night

Guest favorite

Apartment in Portsmouth

4.92 out of 5 average rating, 144 reviews

ALL NEW! Private 1 Bed Apartment w/ Water Views

NEWLY RENOVATED THROUGHOUT! Seaside Loft is a one bedroom, second floor apartment, located on the main drag of Portsmouth's vibrant Island Park neighborhood. All within walking distance are multiple restaurants and the local beach. Only a short drive are both Newport and Providence. Enjoy views of both the Sakonnet River and Blue Bell cove out each side of the house. This apartment provides a great place to call home while experiencing all that this beautiful area has to provide!

Dec 24 – 31

G$23,785 GYD per night

Guest favorite

Apartment in Portsmouth

4.98 out of 5 average rating, 149 reviews

Sweet Retreat by Mt. Hope Bay!

You'll love this basement apartment in our home in the quiet neighborhood of Common Fence Point. Parking is available in the driveway outside your private entrance to the apartment. Full size windows for fresh air and lots of natural light. There is one bedroom with a queen bed and the living room has a trundle bed which makes 2 twin beds. Occupancy per the town ordinance is 2 adults and 2 children under the age of 12. There is a small beach and shoreline for your enjoyment.

Mar 15 – 22

G$29,369 GYD per night

Guest favorite

Loft in Westport

4.88 out of 5 average rating, 240 reviews

Brithaven Farm

Brithaven Farm is on 28 acres of fields, woods meadows and gardens. We are just 2 miles from East Beach and the Allen's Pond Wildlife Sanctuary. We are completely private from the road and reached by a long laneway through woods which opens up to fields and meadows The rental has 2 decks, one with a large awning with dining table and chairs to lounge and take in the view. There is an open plan living, dining kitchen area with french doors leading to the deck.

Feb 8 – 15

G$37,662 GYD per night

Guest favorite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. It is located within a cape style cottage community that offers a private association beach. There are water views from both the living room and deck. Grab the provided beach chairs, water tubes, cooler and walk a 140 steps from the deck to the beach. You can also Walk or Bike on Cape Cod Canal, 5 min. Close to restaurants, hiking trails and Cape Cod Bridge -5 min away. 20% off wk.

Apr 13 – 20

G$28,271 GYD per night

Guest favorite

Guest suite in Newport

4.88 out of 5 average rating, 388 reviews

★2 BEDROOM SUITE★ Wyndham Newport Onshore Resort!

Bundled between the majestic waters of Newport Bay and Historic Thames St. shopping, dining, and drinking, the Newport Onshore Resort will be the ideal New England stay. With Newport as the "Yatching Capital of the World," it is the perfect place to experience all types of boating activities, so once you charter your boat for the day, you can come back and unwind in one of the many pools or sweat it out in the fitness center located on site.

Nov 18 – 25

G$31,856 GYD per night

Guest favorite

Apartment in Tiverton

4.94 out of 5 average rating, 131 reviews

NEAT, somewhat funky STUDIO APARTMENT - WATERVIEW

Apartment has a queen bed, 2 chairs, dresser, small loveseat, TV (with Fire Stick for streaming); kitchenette with refrigerator, coffee maker, oven/broiler, microwave, blender, utensils, cookware; bathroom. There is a private entrance plus a slider out to the patio (yours during your visit), with our expansive gardens. You'll be left a small continental breakfast, coffee/tea, as well as some of our veggie harvest when available..

Jun 12 – 17

G$31,136 GYD per night

Guest favorite

Apartment in Westport

4.94 out of 5 average rating, 236 reviews

15 Acres of Open Fields & 15 Minutes to the Beach

This is a ground level apartment. It sits in the walkout basement of the main residence. It has 7 east facing windows. Tons of light and faces the 15 acres of field. It was a dairy farm previously so the house is a converted cow barn. It is quiet and serine, far off the road. Enjoy walks in the fields or sit on the swing in the gardens.

Nov 27 – Dec 4

G$21,346 GYD per night

Guest favorite

Guest suite in Middletown

4.94 out of 5 average rating, 274 reviews

Traveler's Guest Nest near beaches

Stylish and ☀️ sunny studio. Lovely 2nd floor private garage guest suite, in Middletown. Close to both 1st and 2nd beach and St George's School. Perfect retreat and only 5-10 min drive to downtown Newport. New Beautyrest Comforpedic bed. Private walkway and entrance. Parking for 1 vehicle, private outdoor deck available for summer relaxing!

Feb 9 – 16

G$30,089 GYD per night