Cottage vacation rentals in Middletown

Find and book unique cottages on Airbnb

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 G$12,551 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,470 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

    30 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!

Top-rated cottage rentals in Middletown

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

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Top guest favorite
A quaint covered front porch features two blue Adirondack chairs positioned comfortably. Bright yellow roses and green foliage frame the space, while a decorative lifebuoy and a lantern add charm to the porch's inviting atmosphere. The background includes classic New England architecture.
Cottage in Newport
4.97 out of 5 average rating, 150 reviews

Cozy Seaside Cottage on the Point

Welcome to the A.G. Groff House (my great, great grandfather's home!!). Hear the fog horns, smell the salt air, & walk to EVERYTHING from this classic 1840s cottage in the historic Point section of Newport, just 2 blocks to the Bay. Step back in time as you step onto the old fashioned covered front porch. THIS is the very essence of Newport - a small cottage by the sea with 2 large bedrooms & 2 full baths. Parking for 2 cars! (Please provide your phone number to AirBNB when booking this house)

Top guest favorite
Cottage in Portsmouth
5 out of 5 average rating, 252 reviews

Cozy Cottage Near Newport & Bristol. Water Views

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

Top 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
4.98 out of 5 average rating, 170 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
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
4.97 out of 5 average rating, 300 reviews

Beach Break Guest Cottage

Our highly rated cottage is just 2 blocks from Tennis Hall of Fame, 1/4 mile walk from First Beach and 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 charming cottage is set against a clear blue sky, surrounded by a spacious green lawn. Flower planters hang from the porch, and tall trees provide a natural backdrop. The house features a welcoming front porch, offering an inviting spot to relax outdoors.
Cottage in North Kingstown
4.95 out of 5 average rating, 105 reviews

Tide's Rest: Charming Coastal Escape Near Wickford

Escape to our peaceful oasis near Wickford! This charming cottage, nestled in a private compound in the Hamilton neighborhood, offers a perfect retreat for couples or families with small children. Relax in the tranquil yard, ideal for morning coffee or evening unwinding. Just minutes from Wickford Village, beautiful beaches, and conveniently located between Newport, Narragansett, and Providence. Discover coastal charm, local attractions, and serene surroundings for a memorable getaway!

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, 128 reviews

Harrington Cottage

Walk to shops, restaurants, and attractions while enjoying a peaceful retreat. This charming getaway is sure to become a favorite! Harrington Cottage is tucked away on Lower Thames, offering privacy and convenience. The cottage features a backyard, a queen Murphy bed downstairs, a king bed upstairs, and two full bathrooms. Please note: This is a self-service rental. Guests are responsible for following check-in instructions and maintaining access to the property during their stay.

Guest favorite
Cottage in Newport
4.88 out of 5 average rating, 106 reviews

Corkscrew Cottage

Clean & Bright historic cottage located in one of Newport's oldest and most diverse neighborhoods. True to its original nature it's a mixed commercial and residential neighborhood with restaurants, nightspots, coffee shops, yoga studios and more. This neighborhood is not fully gentrified; it's a neighborhood and not a luxury location. A mix of apartments, Airbnbs, homes being renovated and long term Newport working class residents, changing from one house to the next.

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
4.97 out of 5 average rating, 152 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!

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, 185 reviews

Quahog Cottage- Full Home with a private yard

The Quahog Cottage! - 3 bed, 2 1/2 bath (with outdoor shower), sleeps 6 - 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 - Toys - Baby Gates

Top guest favorite
A charming cottage is set within a well-maintained yard, featuring a shaded seating area under an umbrella. Lush gardens and flowerbeds surround the property, while clear blue skies provide a serene backdrop. A path leads toward the front entrance, enhancing the inviting outdoor space.
Cottage in Portsmouth
4.99 out of 5 average rating, 109 reviews

"Cove Cottage"

Relaxing coastal getaway location! Recently updated cottage steps away from Blue Bill Cove in quaint Island Park, RI. Cove access for swimming, kayaking or a relaxing day on your floats. Walk to beach and restaurants. Golf course minutes away. This property is licensed for up to 4 people. Fully equipped kitchen, wifi, off street parking for 2 vehicles with outdoor seating. 8 minutes to Bristol, 25 to Newport or Providence, 1 hour to Boston.

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
4.99 out of 5 average rating, 139 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!

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
4.97 out of 5 average rating, 216 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. priceG$52,298 GYDG$46,022 GYDG$41,838 GYDG$66,523 GYDG$64,222 GYDG$69,451 GYDG$80,957 GYDG$84,932 GYDG$70,079 GYDG$68,406 GYDG$57,528 GYDG$60,038 GYD
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