Cottage holiday rentals in Middletown

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Top-rated cottage rentals in Middletown

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Top Guest favourite
The kitchen features modern white cabinetry and marble countertops, equipped with essential appliances including a stove, microwave, and refrigerator. Natural light fills the space, highlighting the decorative elements such as houseplants and tableware. A functional island provides additional counter space and organization.
Cottage in Portsmouth
5 out of 5 average rating, 215 reviews

Cozy Cottage Near Newport. Water Views. Fire Pit

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 favourite
A charming cottage is depicted, featuring pale yellow siding and a gray roof. A wooden ramp leads to the front entrance, surrounded by well-kept greenery and flowers. A driveway is visible, accommodating a parked car, with a grassy area enhancing the inviting exterior.
Cottage in Middletown
4.86 out of 5 average rating, 102 reviews

Cozy Vintage Cottage Bikes, Boogie Boards & More

Vacation at this sunny, welcoming cottage 5 min walk to First Beach, in the popular Wolcott neighborhood. Whether looking for a romantic getaway, a family area for young children, or seniors exploring Newport you will enjoy a getaway weekend at this fun, eclectic vintage Cape, walking distance to popular eateries and beach shopping. Convenient to famous Newport mansions, the Newport Jazz and Folk Festivals, the Flower Show, Satuest Bird Sanctuary, Cliff Walk, and Newport Harbor Cruises.

Guest favourite
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, 138 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 favourite
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, 184 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.

Top Guest favourite
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

Top Guest favourite
Cottage in Bristol
5 out of 5 average rating, 194 reviews

Block to waterfront, town, RWU, drive to Newport

Just a block to Bristol waterfront & July 4th parade route! Great dining, shops & historic scenic harbor in walking distance. RWU is 1 mile. Near Walley Beach, Herreshoff, Blithewold, Mt Hope Farm, Colt State Park, East Bay Bike Path. Foodies will also love nearby Warren. Drive to Tiverton Casino / Fall River (10 min). Newport, Providence, Southeastern MA (25 min). Sightsee, fish, kayak or the beach! Central location for visiting coastal New England. PLEASE READ...

Guest favourite
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
4.92 out of 5 average rating, 165 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 favourite
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, 136 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 favourite
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 favourite
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, 121 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 favourite
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, 103 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 favourite
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, 172 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$267 NZD$279 NZD$474 NZD$552 NZD$533 NZD$576 NZD$665 NZD$651 NZD$538 NZD$494 NZD$425 NZD$326 NZD
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Quick stats about cottage rentals in Middletown

  • Total holiday rentals

    Explore 40 holiday rentals in Middletown

  • Nightly prices starting at

    Middletown holiday rentals start at $260 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Middletown holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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