Cottage vacation rentals in Middletown

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Top-rated cottage rentals in Middletown

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Top guest favorite
Cottage in Portsmouth
5 out of 5 average rating, 219 reviews

Cozy Cottage Near Newport. Water Views. Fireplace

Welcome to Aquidneck Cottage! Relax in our charming 3BR retreat, just a short walk to Island Park beach. This sun-drenched cottage features an open layout & well appointed kitchen, perfect for families or friends to unwind together. Explore the stunning Newport & Bristol coastline before returning to the comforts of the cottage including water views, fireplace, and a private backyard. Perfectly located near beaches, vineyards, breweries, shopping, golf courses, colleges, wedding venues, & more

Guest favorite
An outdoor dining area overlooks the tranquil cove. The table is surrounded by six wicker chairs, set against a backdrop of calm blue water and a clear sky dotted with fluffy white clouds.
Cottage in Portsmouth
4.97 out of 5 average rating, 142 reviews

Waterfront Oasis minutes from Newport w/ hot tub!

Welcome to our charming waterfront Oasis! Located on Blue Bill Cove, our private cottage is steps away from Island Park beach, dining, & local attractions. Stroll down Park Ave to enjoy some ice cream and burgers at Schultzy's or a lobster roll from Flo's Clam Shack (seasonal) while you take in the ocean views. Head to Bristol or Newport, relax at one of the local vineyards and breweries, or enjoy a day on the golf course. Our cottage is also conveniently located near wedding venues & colleges.

Top guest favorite
A sunlit four-season porch features large windows allowing natural light to fill the space. A cozy seating area is present along with a small round table. Decorative nautical accents add a charming touch to the overall serene atmosphere.
Cottage in Oakland Beach
4.97 out of 5 average rating, 190 reviews

Renovated cottage w water views and walk to beach

This beautiful cottage has waterviews from most rooms. 1st floor has 4 season porch, Living room opens to white kitchen w quartz countertops, dining area , bedroom and 1/2 bath. 2nd floor has 2 bedrooms & full bath with laundry. Outdoor sitting at Small table in the front garden & Adirondack chairs in the backyard. 1/2 block to the beach, kayak, fishing, boat launch, cafe & 2 restaurants. Home has been renovated w love and caring. No parties. Please be considerate of cleaning person.

Guest favorite
A bright interior is featured, showcasing a modern gray sofa with a soft throw draped across it. A decorative tray holds three clear candles on a white console table, complemented by greenery. Large glass doors invite natural light and views of the exterior.
Cottage in Somerset
4.94 out of 5 average rating, 269 reviews

Cottage on River near Providence/Cape Cod/Newport

Welcome to Somerset and our soulful little home on the Taunton River. This charming Bungalow sits on a quiet dead end street. Three quarters of the house has water views. 2 bedrooms inside the home, and a bonus room detached from the house which features another sofa and tv, our home is perfect for small families or two couples. Somerset's a small town surrounded by big attractions. It's 18 miles from Providence, 25 miles from Newport, 40 miles from Cape Cod, and 50 miles from Boston.

Top guest favorite
A modern kitchen is displayed, featuring stainless steel appliances and white cabinetry. A central island with seating for two contrasts with blue accents. The open floor plan connects the kitchen to a bright living area, illuminated by recessed lights and ceiling fans.
Cottage in Oakland Beach
4.99 out of 5 average rating, 111 reviews

Centrally located, remodeled. Beach - splash pad

Newly remodeled well equipped 2-bed cottage with wifi and all new furnishings puts you just a short walk away from the local beach with a brand new splash pad and playground. Steps away from iconic local restaurants like Iggys were you can grab a meal, ice cream or doughboys. All while being centrally located in RI making day trips a breeze. 15 min to PVD Airport 45 min to Newport, Jamestown, State Beaches, & URI Under 1 hour to Foxwoods & Mohegan Sun 1.5 hours to Boston

Top guest favorite
The cozy living area is highlighted by a comfortable sofa, with a patterned rug beneath and a decorative table nearby. A kitchenette is visible in the background, featuring modern appliances and ample cabinetry. Stairs lead to a lofted area, with natural light enhancing the space.
Cottage in Newport
4.98 out of 5 average rating, 292 reviews

Beach Break Guest Cottage

Our highly rated cottage is located just 1/4 mile walk from First Beach and the gorgeous Cliff Walk. Walking distance to Salve University, Bellevue Ave/Mansions, Newport Harbor, and Thames Street restaurants/shops. Adjacent to owners home, but separate cottage with driveway parking right outside your door. Avoid Newport parking fees during your stay! No smoking, pets, or parties,, quiet residential area. Newport registration #535 /RI state registration #RE 06770-STR

Guest favorite
A private backyard patio features a fire pit surrounded by wooden seating, with a hammock suspended between two trees. A dining table with chairs is positioned nearby, and string lights add a subtle illumination above the space. The area is enclosed by a wooden fence.
Cottage in Middletown
4.91 out of 5 average rating, 169 reviews

Quahog Cottage- Full Home with a private yard

The Quahog Cottage! - 3 bed, 2 1/2 bath (with outdoor shower), sleeps 8 - Half a mile from first beach - 1 mile from second beach - 2 miles from downtown Newport - Walkable bars, restaurants, brewery, ice cream shop - Giant Roof Deck - Full private backyard patio with fire pit - Fully fenced in yard - Large living spaces - Wood Burning Fireplace - EV Charger Kid/Baby Amenities - Crib - Pack and Play - Double Stroller - High chair - Sandbox - Toys - Baby Gates

Top guest favorite
A wooden dock extends over calm waters, reflecting lights from nearby shorelines. Fireworks burst in vibrant colors above the water, illuminated against a cloudy evening sky. Soft lights from distant buildings create a serene atmosphere, enhancing the tranquil setting of the cove.
Cottage in Portsmouth
4.96 out of 5 average rating, 139 reviews

Waterfront, Dog-Friendly Cottage on the Cove

The cutest cottage on the cutest cove. Whether you’re into rosé & summer sun, hot chocolates in winter, a week off or a weekend away, Cove Cottage has water front views and a new dock to help you relax, unwind and enjoy the best of Aquidneck Island. One hour from Boston, and just 25 minutes to Newport, you have endless possibilities for what to do. Take out the kayaks or paddle board around the cove, dine in Newport or explore all Rhode Island has to offer!

Top guest favorite
The charming exterior of the cottage is framed by lush greenery and colorful plants. A red double door welcomes guests, while a brick pathway leads to the entrance. A tree provides shade, enhancing the serene atmosphere of the private yard.
Cottage in Bristol
5 out of 5 average rating, 191 reviews

Downtown Historic Cottage-2 or 4 guests

Historic coastal cottage in the harbor town of Bristol, RI. Originally a carpenter's shop, moved to its current location in 1865. Half a block from harbor, parade route, short walk to all downtown shops, restaurants and museums. Minutes from Colt State Park, East Bay bike path, and Roger Williams University. Bristol is located between Newport and Providence (each about 25 minutes by car) making both places easy to visit! Parking available.

Top guest favorite
A wooden deck extends over the water, featuring a reclining lounge chair positioned to enjoy the view. Sunlight reflects on the surface of the water, creating a serene atmosphere with clear blue skies and distant greenery visible across the water.
Cottage in Tiverton
5 out of 5 average rating, 124 reviews

Cottage 29 - Waterfront Cottage - Close to Newport

Welcome to our luxury waterfront Cottage 29 My family & I have been Renovating & Restoring forgotten homes around the world. Recently we have settled in our gorgeous little new find 'Tiverton, Rhode Island'! We love restoring old homes with a sustainable mindset. Cottage 29 was a forgotten little gem now newly restored & renovated, come join & give Cottage 29 new life & see the images from start to finish!

Guest favorite
A serene backyard is featured, showcasing a small white metal table surrounded by four matching chairs. Lush green grass is present, complemented by blooming pink flowers on a bush nearby. A clean exterior of the cottage is visible, with light clouds scattered in a blue sky.
Cottage in Newport
4.86 out of 5 average rating, 106 reviews

Harrington Cottage

This unique get away is sure be to a favorite. Harrington Cottage is tucked away on lower Thames. It includes a backyard for outdoor fun, a murphy queen bed downstairs, a king bed upstairs, and 2 full baths. You’re walking distance to everything, while still being tucked away. Come enjoy the best of Newport here at our cottage!

Top guest favorite
The exterior of a beach cottage is showcased, featuring a gravel driveway and a lush garden area. Large windows provide views of the calm water, while a covered porch offers a shaded entryway. Vibrant fall foliage frames the backdrop along the shoreline.
Cottage in Bristol
4.98 out of 5 average rating, 178 reviews

Beach Front Cottage in Bristol

“Sandy” “Clean water swimming” Beach front cottage in Historic Bristol, RI. This Cottage has a sandy beach front for family fun! Just minutes away from museums & restaurants. Centurally located between Newport, & Providence, RI (30-minute drive) You could not ask for a closer proximity to the beach front and scenic water views.

Popular amenities for Middletown cottage rentals

When is the best time to visit Middletown?

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Avg. price$154$161$273$318$307$332$387$406$335$284$245$188
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Quick stats about cottage rentals in Middletown

  • Total vacation rentals

    Explore 40 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at $150 per night before taxes and fees

  • Verified guest reviews

    Over 2,410 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Middletown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Middletown rentals

  • 4.9 Average rating

    Middletown stays are highly rated by guests—averaging 4.9 out of 5!

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