Holiday rentals in Middletown

Guest suite in Portsmouth

A spacious room with a queen size bed dressed in yellow accents is shown. A small dining table is positioned nearby, surrounded by four chairs. In the background, a shelving unit holds storage bins and decorative items, while light filters through sheer window coverings, creating a bright atmosphere.

4.93 out of 5 average rating, 144 reviews

By the Sea BnB - Portsmouth RI

By the Sea Air BNB is the perfect location for your stay! Located in our home with a private entrance you'll have the entire space with all the amenities you'll need to make for an enjoyable & relaxing break. Within walking distance to the local beach & restaurants. Spend a day in Newport & your night relaxing by the firepit, play a game or watch TV. We're 25 mins. to Newport, 15 mins. to their beaches, 10 mins. to Bristol's famous 4th of July celebration & close to Roger Williams University.

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.

4.92 out of 5 average rating, 190 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**

An aerial view captures a renovated home surrounded by lush greenery. A spacious deck with seating and a dining area adjoins a clear swimming pool, highlighting the outdoor space. The property is bordered by mature trees, creating a serene environment.

4.92 out of 5 average rating, 156 reviews

Modern Home w/ Pool & Game Room | Mins to Newport

Escape to our stunning, upscale, renovated home in Middletown, RI! This property boasts a prime location with the beach & downtown Newport just minutes away! With sleeping space for 10 adults + kids, our home offers a private getaway for groups in town for a wedding or seeking a memorable vacation. Lounge by the pool, grill up some food, or snuggle up and watch a movie inside, this home has it all! Make memories that will keep you coming back year after year. Follow us on Insta: Searenity.House

The inviting living area is bright and airy, featuring a mix of seating including an L-shaped sofa and two armchairs. Large windows allow natural light to illuminate the space, complemented by a neutral color palette and wooden accents throughout.

4.95 out of 5 average rating, 137 reviews

Coastal 4 Bedroom House - Steps from Beach

The Yellow Door Cottage is perfect for the ultimate beach vacation. This 4-bdrm house is close to restaurants/downtown/cliff walk and .3 mi to 1st beach! The main level offers open concept entertaining with kitchen, dining, living area, 1/2 bath and 1 bdrm. 3 spacious bdrms are located upstairs. Gather in the newly renovated lower level with wet bar, tv, games and a 3-piece bath. Enjoy the outdoor shower or sit around the fire pit. Ample outdoor space for lawn games in the fenced in back yard.

4.99 out of 5 average rating, 151 reviews

A charming entrance to a tiny house is bordered by vibrant flowers and greenery. Two blue chairs provide a seating area by the door, complemented by potted plants. The wooden deck appears inviting and well-maintained, enhancing access to the home.

Tiny home in Middletown

Cozy coastal tiny house getaway

Situated on Easton's Point, brand new ocean front tiny house looks across to Mansion Row with access to a rocky beach for lounging, swimming, or fishing. The property is close to downtown Newport & ideally located between three beaches. The cozy unit has a queen bed, full bath & kitchenette with coffee maker, fridge, and toaster oven. There is a small deck with ocean views, access to ocean front, outdoor shower and off street parking. We provide beach chairs, a beach umbrella and towels.

A bright living room features a navy futon and a light-colored armchair, offering a cozy seating arrangement. Natural light filters through two white-curtained windows, illuminating the warm wooden floor. A simple white coffee table stands at the center, enhancing the inviting space.

4.97 out of 5 average rating, 111 reviews

Settle Inn-Cozy newly renovated house near beaches

Quaint, restful 1950's cottage located btwn two beaches within 2 miles. Located 1 mile from historic Newport. Two parking spaces on premises. Centrally located near restaurants, bars, grocery stores, breweries, and vineyards. Comfortable queen bed on level 2, queen futon in living room, full bathroom, fully equipped kitchen, grill, outdoor sitting & dining, air conditioners, washer & dryer, WIFI. Beaches chairs & towels available. Perfect for romantic couples getaway. Sorry, no pets.

The exterior of the house features a large deck made of wood, surrounded by a spacious lawn. A fenced yard provides privacy, while multiple gabled roofs and windows enhance the architectural character of the home.

4.99 out of 5 average rating, 186 reviews

Beach House

My place is: -less than a 5 min walk to First beach -15 min walk to Second beach. -1 mile walk/drive to the start of the cliff walk. -2 miles to downtown Newport. You’ll love my place because of the: -Two Primary Suites -Open concept living -Huge outdoor entertaining area -Super close to beaches, cliff walk and a quick drive to downtown. . -Brand new construction. My place is good for 2 couples, large families (with kids), and big groups. RI Registration # RE.000311-STR

4.88 out of 5 average rating, 227 reviews

The bedroom features a spacious bed with a white headboard set against warm beige walls. A bedside lamp provides soft illumination. A folded gray blanket is placed on the bed, while a dresser adds storage space. Natural light filters through curtains, enhancing the serene setting.

Flat in Middletown

Stay At Merhalla!

Welcome to Merhalla! Located minutes to downtown Newport and Broadway, 1.6 miles to the Naval War College. Everything you need for your Island vacation is within 2 miles! You will have a 1,000 sq ft open floor plan apt decorated with original, local art. The open concept layout has a private bedroom with an additional open air suite. I would love to share recommendations for some great spots, and want to make your stay the best on the island! State Registered: RE.00672-STR

4.92 out of 5 average rating, 166 reviews

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

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

Guest suite in Middletown

The living space showcases a blend of rustic and modern decor. A cozy seating area, including a red chair, is positioned near a fireplace. A dining table with a striped runner and floral centerpiece complements the room's inviting ambiance, accented by warm natural light from the windows.

4.92 out of 5 average rating, 832 reviews

Sunset Hill Idyllic In-Law Suite 5 min from Beach

3 beds = 1 queen and 2 twins for your group. ONLY a $10 cleaning fee from us! Our spot is PERFECT for attending summer weddings, especially at Newport Vineyards or Glen Manor! Avoid overpriced hotels and come get cozy at K & K's place. Enjoy walks on the BEST beaches (2nd & 3rd, avoiding red seaweed 1st beach). Find some peace and quiet amidst our serene setting, but just a stones throw from bustling Newport (avoid that congestion and the parking nightmare!)

4.99 out of 5 average rating, 315 reviews

A charming guesthouse is surrounded by lush greenery and vibrant flowers. A stone pathway leads to a welcoming entrance, framed by a large tree providing shade. The rustic design features rich wooden siding and a pitched roof, blending harmoniously with the tranquil landscape.

Flat in Middletown

Lovely private setting near beach

A five minute drive to downtown Newport, and a few minutes walk to Sachuest Beach, this above-garage guesthouse is detached from the main residence with its own private entrance. There is a large living area and a kitchenette, bedroom and bathroom. The living room sofa converts to a bed, so the property is ideal for 2 people, however, the sleep sofa can accommodate 2 more. There is no extra charge for children under the age of 18. We are dog friendly.

A recently renovated two-story home is featured with a gray exterior and white trim. Spacious porches overlook a well-maintained lawn surrounded by gravel. The entrance is marked by a set of wide stairs, leading to a welcoming front door flanked by large windows.

4.97 out of 5 average rating, 135 reviews

Steps from Beach and Minutes to Downtown!

Recently renovated home located between Newport's 2 best beaches. Choose your adventure! Spend the morning at Easton's (1st) Beach, soak up some sun, visit the aquarium, and ride the carousel. Grab a lobster roll for lunch before heading off for a stroll along Newport's Cliff Walk - or - Walk over to Surfer's End at Sachuest (2nd) Beach to catch some waves, sip on a Del's lemonade, and hike Sachuest Point National Wildlife Refuge.

Popular amenities for Middletown holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Middletown

Superhost

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, 82 reviews

The Nest at Willow Farm

The great room is characterized by a spacious layout featuring wooden beams and abundant natural light. A comfortable seating area is arranged around a coffee table, while a dining table is set near large windows. The kitchen area includes modern appliances and bar seating.

5 out of 5 average rating, 92 reviews

Gather Farmhouse | 4BR | 2BA w/ Hot Tub

A bright and spacious living area is depicted, featuring light-colored walls and hardwood flooring. A modern dining table with white chairs is set for gatherings, while a cozy seating arrangement surrounds a fireplace. Large windows provide views of the lush surroundings and natural light.

5 out of 5 average rating, 55 reviews

Ocean Breeze Beach House

5 out of 5 average rating, 94 reviews

The cottage features a welcoming exterior with a front porch and an American flag displayed. Lush landscaping with green grass and carefully arranged plants surrounds the gravel pathway leading up to the entrance, illuminated by soft evening light.

Home in Potowomut

Luxury Cottage on the Potowomut River 2bd/2b

A hot tub is situated under a shaded gazebo, surrounded by lush greenery and blooming hydrangeas. The area is well-maintained with neatly trimmed grass and subtle outdoor lighting, creating a serene space for relaxation.

4.98 out of 5 average rating, 100 reviews

Coastal Hideaway- hot tub close to Newport+beaches

5 out of 5 average rating, 13 reviews

A charming outdoor patio features a wooden table surrounded by several black chairs, set under a trellis with a lattice design. Lush greenery surrounds the area, and potted plants are placed nearby. Sunlight filters through the leaves, creating a relaxed and inviting environment.

Home in Newport

Off Broadway, Near Everything

5 out of 5 average rating, 12 reviews

A bright living and dining area features a comfortable sofa, two brown leather armchairs, and a wooden coffee table with a decorative bowl. A TV is mounted on the wall, and a dining table with black chairs is visible in the background, along with large windows allowing natural light.

Flat in Middletown

The Gilded Gull

A modern one-story home is set on a grassy lawn, featuring a welcoming red front door. Lush shrubs line the front, and a garage is visible on the right side. The roof is complemented by a clear blue sky, creating an inviting exterior.