Vacation rentals in Simmons Pond

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Top-rated vacation rentals in Simmons Pond

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Superhost

A light-filled living room features two comfortable grey sofas positioned around a central coffee table. Neutral walls enhance the space, complemented by large windows with light curtains. Decorative shelves and a cozy rug add an inviting touch to the area.

Home in Middletown

4.92 out of 5 average rating, 180 reviews

Renovated 2 Bed Private Vacation Home near Newport

Recently Renovated Private Guesthouse! Conveniently located: * 2 miles from beaches (2nd and 3rd Beach) * 4 Miles from Cliff Walk, * 5 Miles from the heart of downtown Newport * 9 Miles from Bristol, RI * 3 Miles from Glen Manor House * Less than 1 mile from Sweetberry Farm, Newport Vineyards & Greenvale Vineyards Ideal for people coming to town for Weddings that also want to be close to Newport and all Aquidneck Island has to offer! **Upstairs unit is used storage only not occupied**

Guest favorite

The exterior of the historic schoolhouse displays white siding and a gabled roof. Two prominent front doors, labeled 'No 1,' provide entry. The bell tower features a visible bell, and the surrounding landscape includes carefully arranged flower beds and a stone path.

Farm stay in Tiverton

4.95 out of 5 average rating, 246 reviews

4 Corners Schoolhouse No.1 Kristin &Sakonnet Farm

Stay at the renovated Old Tiverton Four Corners Schoolhouse No. 1, a historic gem built in 1800. The exterior mirrors its original schoolhouse facade, while the interior blends modern comforts with historic charm. The home features a gourmet kitchen, cozy living room with a wood-burning fireplace, two bedrooms, and a Whirlpool tub. Located within walking distance of Tiverton Four Corners village, offering unique shops, restaurants, and more. No pets allowed. Ask for your free weekend itinerary!

Guest favorite

A spacious loft area is highlighted by angled skylights, providing natural light. A cozy queen-sized sleigh bed is situated against the wall, accompanied by a dresser. Two rocking chairs are placed on an area rug, creating a welcoming seating space. Cabinets line the opposite wall.

Loft in Little Compton

4.91 out of 5 average rating, 81 reviews

The Nest at Willow Farm

It’s the best of both worlds. Work online with blazing fast internet. Rest and recharge in a serene farming community. Dogs are most welcome! Enjoy Little Compton’s famous golden afternoon light. Explore Lloyds Beach, the Town Commons, Adamsville Village, and the trails at Wilbur Woods. Walk your dog in the safety of the 10 acre tree farm behind my home. Little Compton is a unique place forgotten by time, and is home to the largest collection of historic fieldstone walls in New England.

Top guest favorite

A lush green yard is framed by a flowering tree and manicured bushes, leading to a scenic view of the water. A series of stone steps creates a pathway, with the tranquil cove visible in the background under a partly cloudy sky.

Guesthouse in Portsmouth

4.93 out of 5 average rating, 102 reviews

Blue Bill Bungalow-Waterfront year round studio

A room with a view! Unwind and relax in your private waterfront guest suite located in a separate building on our property. Whether you're here to explore or just for a change of scenery....we believe you will truly enjoy your stay. Enjoy gazing at the water in your backyard, take a stroll down to the beach or walk to several local eateries. Whether you are in the mood for burgers and wings, surf and turf, or just want to grab a drink, Island Park has it all! Gov't ID required.

Guest favorite

A quaint cottage is blanketed in snow, with a chimney rising from the sloped roof. Nearby, a bare tree stands, its branches weighed down by frost. The scene conveys a tranquil winter landscape, featuring soft white tones and a serene atmosphere.

Tiny home in Westport

5 out of 5 average rating, 137 reviews

Restored blacksmith shop (cottage) on goat farm

Guest cottage on 300-yr old farmstead, now a working goat farm. Open floor plan with Queen bed, decorative FP, loveseat, ++ seating, bistro table/chairs, WiFi, Roku TV w/ prem. channels, a/c & heat, 3 cu. ft. frig, m'wave, coffee maker/tea kettle. NO KITCHEN facilities. Full bath (w/ shower) in attached ell. Bright & cheery, close to barn & goat pen. Shaded outdoor grass patio w/ teak furniture. Orchard (w/ fire pit), pastures, hay fields, stream, walking trails in woods.

Guest favorite

A charming farmhouse is set against a backdrop of autumn foliage, featuring vibrant trees and a cloudy sky. A garden with various plants and flowers is visible in the foreground, adding natural texture to the scene.

Loft in Westport

4.88 out of 5 average rating, 306 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.

Top guest favorite

Two wooden adirondack chairs are positioned on a grassy area, facing a tranquil lake surrounded by trees. Bright yellow daffodils bloom nearby, adding a touch of color to the natural landscape under a clear blue sky.

Guesthouse in Dartmouth

4.89 out of 5 average rating, 149 reviews

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

Guest favorite

A charming cottage exterior is presented, featuring shingle siding and a welcoming wraparound deck. Outdoor seating includes a picnic table and several armchairs surrounded by planters with blooming flowers. Large windows provide ample natural light, enhancing the inviting atmosphere of the space.

Home in Little Compton

4.94 out of 5 average rating, 136 reviews

Salt box

Come and Relax! Newly renovated guest cottage in little Compton, Rhode Island on a quiet dead end street. Access to beach, close to town commons, farmers market and Sakonnet and Westport wineries among other special spots. Wonderful walking and biking area. Perfect for couples or a small family to get away. Special note...Memorial Day to Columbus Day house includes a beach pass to Briggs beach. More info will be shared as needed.

Top guest favorite

An open interior view showcases a welcoming living space featuring a kitchenette with light wood cabinetry and a refrigerator. A cozy seating area is visible, complete with a loveseat and armchair. Natural light streams through multiple windows, enhancing the warm atmosphere.

Apartment in Tiverton

4.95 out of 5 average rating, 161 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..

Top guest favorite

Aerial view showcases a peaceful coastal neighborhood, with homes set against a backdrop of the ocean. The green lawns and sandy shore create a harmonious landscape. Soft clouds drift above, and the water glistens under natural light, enhancing the serene coastal environment.

Apartment in Little Compton

4.96 out of 5 average rating, 341 reviews

Home by the Sea

Private entrance to the full 1st floor with an ocean view in quiet neighborhood. The apartment features a bedroom with full sized bed, private bathroom, private living room with dining area, gas fireplace, tv and couch. Washer/dryer, refrigerator, microwave, coffee maker, toaster and hot plate included are in the apartment. There also is an additional outdoor H/C shower, private patio and gas grill.

Guest favorite

A well-lit living room features large windows adorned with patterned curtains. A blue armchair and two orange ottomans complement a dark sofa and a wooden coffee table. A television is positioned on a blue chest of drawers against a neutral wall.

Apartment in Westport

4.93 out of 5 average rating, 15 reviews

2 bedroom 2 bath apartment_near UMass D_hospitals

Mark and Merri's house is located in beautiful Westport MA. and is close to supermarket, restaurants and dining, the beach, farms, banks, health food store. This listing is for a two bedroom, two bath 2nd floor apartment. Maximum two people. It is ideal for traveling nurses and grad students as we are a short distance to St. Lukes, Charlton Memorial and St. Annes, and UMass Dartmouth.

Superhost

A charming cottage is nestled among greenery, featuring a gray shingle exterior and a sloped roof. The surrounding area includes a blue umbrella providing shade over outdoor seating, along with a gravel pathway that guides guests through a landscaped yard.

Home in Westport

4.9 out of 5 average rating, 535 reviews

Mermaid Cottage

Relaxing cottage guesthouse near East Branch of the Westport River & Horseneck Beach. Explore winery, brewery, many nature trails, superb biking. Close to Central Village galleries, shopping, Bayside restaurants and Seafood Market at the Town Wharf. Partner's Village Store recommended stop over. Includes High speed Internet, WiFi, Channels Local and LG TV, AC.