Vacation rentals in Middletown

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Top-rated vacation rentals in Middletown

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Top guest favorite
A manicured outdoor space features a grassy lawn framed by vibrant flower planters. Lounge chairs are positioned for relaxation, and a cozy seating area invites gathering. Natural stone pathways lead to a covered porch with wooden pillars, creating an inviting connection between the indoor and outdoor environments.
Home in Middletown
4.99 out of 5 average rating, 163 reviews

Walk to the Beach - Serene Coastal Country Cottage

Relax with ocean breezes. A 13 minute walk to pristine second beach and a short drive to everything Newport has to offer. Recently refreshed, and nestled within the famous Paradise farm setting, this home will keep you perfectly comfortable amid your Island exploration downtime. A full kitchen with Gas range and beautifully kept grounds will allow for alfresco summer dining. The home is Immaculately kept and spaciously sleeps max 6 adults and 2 children under 13yrs for a maximum of 8 guests.

Guest favorite
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.
Home in Middletown
4.92 out of 5 average rating, 189 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**

Top guest favorite
A two-story house is depicted with a welcoming front porch featuring white railings and columns. Lush greenery surrounds the property, with neatly trimmed grass and various plants enhancing the outdoor space. The house's siding is light-colored, complemented by shaded areas from nearby trees.
Casa particular in Newport
4.95 out of 5 average rating, 149 reviews

Cozy Den, steps to Cliff Walk, Beaches & Downtown

+PLEASE READ ENTIRE LISTING before booking and ALL pre/post check in/out info after. Thank you. Hello! This is a perfect little weekend getaway spot for two adults. You will be in walking distance to downtown, the Wednesday Farmer's Market, Salve, Cliff Walk, Mansions, Easton's Beach, a grocery store, coffee shops, and a pharmacy. We are an owner-occupied multi-generational Newporter (+ 1 dog from Tennessee) home. LGBTQ+ friendly. We know the vegan spots if you need them. All are welcome!

Top guest favorite
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
4.99 out of 5 average rating, 151 reviews

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.

Top guest favorite
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.
Home in Middletown
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.

Top guest favorite
An aerial view of a modern, three-level home features a spacious outdoor deck with seating arrangements. Large glass doors on each level allow natural light to flood the interior. A well-maintained lawn surrounds the structure, and neighboring homes are visible in the background.
Home in Middletown
5 out of 5 average rating, 101 reviews

Your 5 Star Beach House Experience

Now Booking Summer 2026! 🌊☀️ Just 60 seconds from Easton's Beach, Mar Azul is your perfect Newport getaway! Nestled in Easton’s Point, this stunning 3-level modern home puts you steps from downtown Newport’s vibrant attractions, dining, and charm. Unwind with a cocktail on our ocean-view decks, fire up the BBQ on the private patio, or stroll to the beach and restaurants. Book now for an unforgettable summer escape at Mar Azul. ///Smoking & Parties are not allowed: RE.00887-STR

Guest favorite
A well-lit hallway is showcased, featuring a blend of hardwood flooring and elegant wall sconces. Framed artwork adorns the walls, while a console table stands against one side. An archway leads to a living area, where a fireplace can be seen in the background.
Condo in Newport
4.92 out of 5 average rating, 789 reviews

Boutique Hotel Special pricing available

Pelham Court Hotel offers nine, luxury downtown condominium units. 7 are decorated with a working gas fireplace and 2 have a balcony overlooking our courtyard. Our units are finished to the highest of standards.  Each condominium offers queen bed, queen pull out sofa, stainless steel kitchens with beautiful granite countertops. Each unit is equipped with Smart TV's for use. We are steps from Thames Street. Park your vehicle for free and never have to drive again until you check out.

Top guest favorite
A lush green yard is framed by a flowering tree and manicured bushes, leading to a scenic view of the water. A series of stone steps creates a pathway, with the tranquil cove visible in the background under a partly cloudy sky.
Guesthouse in Portsmouth
4.93 out of 5 average rating, 106 reviews

Blue Bill Bungalow-Waterfront year round studio

A room with a view! Unwind and relax in your private waterfront guest suite located in a separate building on our property. Whether you're here to explore or just for a change of scenery....we believe you will truly enjoy your stay. Enjoy gazing at the water in your backyard, take a stroll down to the beach or walk to several local eateries. Whether you are in the mood for burgers and wings, surf and turf, or just want to grab a drink, Island Park has it all! Gov't ID required.

Top guest favorite
A rustic corner features a traditional wood stove with a black chimney, complemented by a small potted plant nearby. A comfortable armchair with a patterned cushion is positioned beside it, along with a decorative yellow pouf. Natural light enters through the window, illuminating the space.
Home in Middletown
4.95 out of 5 average rating, 309 reviews

Rustic Retreat,unique home, minutes to Newport, RI

This rustic,old fashion,comfy home,located in Middletown is the perfect fit for your Newport vacation. Spacious yard with a seated outdoor area and gas grill for your use. located 1.5 miles from three beaches,Newport Cliff Walk and 2 miles from downtown Newport.Two bedrooms (air conditioned) one bathroom. Perfect for 2 mature couples,or couples with children. Pack'n play, highchair, Please no parties, Please no unregistered guests. host lives on property, in separate dwelling.

Guest favorite
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.
Apartment in Middletown
4.89 out of 5 average rating, 224 reviews

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

Top guest favorite
A welcoming living area features two blue sofas arranged comfortably around a decorative area rug. Natural light enters through two windows, complemented by light drapes. A wooden dining table is set for meals, and a mirror adds depth to the space.
Apartment in Middletown
4.97 out of 5 average rating, 476 reviews

Farmhouse Apartment Tucked Away 3 miles from beach

ONLY a $10 cleaning fee from us! Come stay at Kay's Place! Secluded just enough to hide from all that downtown traffic- but close to the beaches and all Newport has to offer. Plenty of parking at Kay's Place! Renovated, modern kitchen, farmhouse style - a PERFECT space for a Bride & Groom or anyone attending a local wedding - a stone's throw from Newport Vineyards. Walking trails abut the property, a pond on site, and gardens in the summer. $10 CLEANING FEE! VERY RARE!

Guest favorite
The kitchen features modern white cabinetry and a compact countertop equipped with a microwave, coffee maker, and other kitchenware. A window allows natural light to fill the space, highlighting the organized layout and a small plant on display.
Guesthouse in Middletown
4.87 out of 5 average rating, 154 reviews

Private entrance to whole suite- 5 min Newport

Private entrance to the two-story suite will not share any space with anyone . Free 2 parking lot. Sun- filled private suite , The living room has a sofa bed, the large room has a king-size bed, and the small room has twin bed. New bathroom. new kitchen. No local channels, tv works with your phone connected and free Hulu , Disney + channels. cooking kitchen, has Pots like kitchenware . Will not disturb the company. Quiet and perfect for couples and families.

Popular amenities for Middletown vacation rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ712ﺩ.ﺇ698ﺩ.ﺇ727ﺩ.ﺇ878ﺩ.ﺇ1,102ﺩ.ﺇ1,260ﺩ.ﺇ1,517ﺩ.ﺇ1,462ﺩ.ﺇ1,183ﺩ.ﺇ1,014ﺩ.ﺇ808ﺩ.ﺇ735
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Frequently Asked Questions

  • Where should I stay in Middletown?

    Make yourself at home in Middletown by choosing from our most frequently booked neighborhoods. We have over 1,980 vacation rentals in Memorial Boulevard, over 390 vacation rentals in Purgatory, and over 1,500 vacation rentals in Lawtons.

  • Are there vacation rentals with a dedicated workspace in Middletown?

    Yes! Work meets play with ease at over 810 vacation rentals in Middletown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Middletown?

    Four-legged friends are welcome in Middletown. Choose from more than 380 vacation rentals for guests traveling with pets.

  • Are there Middletown vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 400 vacation homes with pools in Middletown, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in loft rentals in Middletown?

    Experience the best of Middletown with our loft rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do resort rentals in Middletown have wifi?

    Absolutely! We offer over 30 resort rentals with wifi in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Middletown have self check-in?

    Absolutely! We offer over 70 condo rentals with self check-in in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Middletown have a bbq area?

    Absolutely! We offer over 50 apartment rentals with a bbq area in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Do resort rentals in Middletown have a gym?

    Absolutely! We offer over 20 resort rentals with a gym in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly hotel rentals in Middletown?

    Middletown has more than 50 family-friendly hotel rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Middletown

  • Total vacation rentals

    Explore 1,640 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 81,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    940 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 380 rentals that welcome pets

  • Vacation rentals with a pool

    400 properties feature pools

  • Rentals with dedicated workspaces

    810 properties have a dedicated workspace

  • Wi-Fi availability

    1,630 of Middletown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Middletown rentals

  • 4.8 Average rating

    Middletown stays are highly rated by guests—averaging 4.8 out of 5!

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