Cottage holiday rentals in Middletown

Find and book unique cottages on Airbnb

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 $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Middletown holiday rentals include wifi 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 favourite
Cottage in Portsmouth
5.0 out of 5 average rating, 256 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 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
4.98 out of 5 average rating, 175 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 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, 154 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)

Guest favourite
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
4.94 out of 5 average rating, 112 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 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, 131 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 favourite
A sparkling blue pool is featured in the foreground, reflecting sunlight on its surface. Beyond the pool, a spacious outdoor deck is visible, furnished with lounge chairs, umbrellas, and shaded seating areas, surrounded by lush greenery.
Cottage in Jamestown
4.93 out of 5 average rating, 134 reviews

Jamestown: In town cottage near Newport 9/2-5 OPEN

The cottage is a perfect getaway in the Ocean State. It is an ideal location within walking distance of restaurants, shops, local beaches & parks. The renovated chef's kitchen is an entertainer's delight. This 3/2 home has two living rooms and high-speed internet allowing for ample work and play. The private outdoor deck features a hot tub (open during the winter), pool, fire pit, BBQ, gazebo, multiple seating areas, and a backyard for additional recreational space.

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
4.97 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!

Top guest favourite
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, 112 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 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
5.0 out of 5 average rating, 205 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
4.99 out of 5 average rating, 143 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 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
4.97 out of 5 average rating, 220 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.

Guest favourite
A serene sunset is captured over the water, casting warm orange and yellow hues in the sky. The silhouette of a bridge stands prominently against the horizon, adding depth to the tranquil scene, while gentle ripples reflect the fading daylight.
Cottage in Portsmouth
4.9 out of 5 average rating, 121 reviews

Mel's Landing

Welcome to Mel's Landing. A seasonal short term rental property on a private way in Portsmouth, RI. Property is on the Mount Hope Bay. Enjoy a relaxing day soaking up the sun or swimming in the water and then enjoy the beautiful sunset in the evening.

Popular amenities for cottage rentals in Middletown

When is the best time to visit Middletown?

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Avg. price$317 SGD$279 SGD$254 SGD$425 SGD$446 SGD$507 SGD$491 SGD$515 SGD$425 SGD$415 SGD$349 SGD$364 SGD
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