Vacation rentals in Middletown

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Top-rated vacation rentals in Middletown

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

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Guest favorite
A bright bedroom features a twin bed adorned with a colorful striped blanket and a decorative pillow. Natural light enters through a window dressed with sheer curtains, illuminating the space. A blue dresser sits nearby, complemented by soft lighting from a lamp.
Apartment in Middletown
4.89 out of 5 average rating, 217 reviews

Newport Beach Retreat

Adorable 2 bedroom 2nd floor apartment located exactly 1 mile from both 1st and 2nd beaches, only 2 miles from downtown Newport and the mansions. Bring your bikes to enjoy the 14 mile trip from our front door to complete the Ocean Drive loop, or go the full 26.2 mile marathon loop. Whether your preference is to relax on the beach, enjoy Newport's shops, restaurants, & night life, or to cozy up inside, cook for yourself and watch a movie, this is the perfect retreat. *Please read full details.

Top guest favorite
A well-kept outdoor dining area is situated on gravel, surrounded by lush green grass. A round table with white chairs is shaded by a large umbrella, providing a comfortable space for alfresco meals. Lively greenery and a fence enclose the vibrant landscape.
Home in Middletown
4.99 out of 5 average rating, 176 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.

Top guest favorite
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.
Home in Middletown
4.98 out of 5 average rating, 102 reviews

Coastal Hideaway- hot tub close to Newport+beaches

Welcome to The Coastal Hideaway! Just off Indian Avenue within walking distance of Pebble Beach, your friends or family can relax by lounging on the outdoor patio, rocking on the side porch, or soaking in the hot tub. You can also enjoy the local beaches, visit Sweet Berry Farm, taste the local cuisine, and enjoy the many artisan shops in downtown Newport (just 15 minutes away). Brand new listing, this home is well equipped with everything from beach chairs to a pack-n-play to a chef's kitchen.

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 Island Park
4.97 out of 5 average rating, 150 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
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.
Apartment in Middletown
4.99 out of 5 average rating, 317 reviews

15% Discount Jan-March. Lovely Private

Current listed price includes 15% discnt. 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.

Guest favorite
This three-story townhouse features a classic shingle exterior with large windows, inviting natural light. A spacious front yard, bordered by a wooden fence, provides ample outdoor space for relaxation. The rooftop and entryway are accented by welcoming steps leading to the front door.
Apartment in Middletown
4.89 out of 5 average rating, 150 reviews

Newport Vacation Apt. w/ Private Rooftop 1

GREAT LOCATION & SPACIOUS TOWNHOUSE! This location is unbeatable! 3 Bedroom apartment located right in the middle of First Beach (Easton's Beach - 0.7 miles) and Second Beach (Sachuest Beach - 1 mile). The only difficult decision will be which beach to go to! Do you want more than this? We got you! Free parking, Free Wi-Fi, Spacious Rooftop (Perfect for family gatherings, watch the sunset, view from Pell Bridge), HUGE backyard perfect for a barbecue, 1 Private balcony & full equipped kitchen!

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, 159 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
Guest suite in Middletown
4.95 out of 5 average rating, 366 reviews

Traveler's Guest Nest, special spring rates

Off-Season Special – Cozy Coastal Getaway Near Newport Escape the crowds and experience Newport in its quiet season. Our private studio offers peace, comfort, and easy access to the area’s best trails and beaches, just 3 miles from downtown. Perfect for a weekend getaway, nature walks, or a cozy couple’s retreat. Features: • Private entrance & patio • Easy parking • Quiet+safe Special off-season rates for fall and winter stays. A perfect little escape by the sea, without the Newport prices.

Guest favorite
A comfortable living area features a large sectional sofa with soft cushions, positioned around a wooden coffee table. Natural light enters through the front door and windows, illuminating the light-colored walls and hardwood flooring. A welcoming atmosphere is created with simple nautical decor.
Apartment in Middletown
4.95 out of 5 average rating, 301 reviews

Charming Beach Cottage with Stunning Ocean Views!!

Perfect spot for a beach getaway with stunning ocean views and steps away from 1st beach and just a short walk to 2nd beach! All new furnishings, linens, and kitchenware and beachy decor. Plan your stay and walk everywhere! - 1st & 2nd Beaches, Cafes, Restaurants, Shops, Spirits Store, Del’s Lemonade and more! -Perfect location for family or guests attending a wedding @ Newport Beach Club. -Walk to the Cliff Walk, Historic Newport Mansions and downtown! Don't miss out on this great spot!

Top guest favorite
A spacious loft area features a cozy bed with a striped blanket and a decorative wall clock. A small kitchenette is visible, along with a door leading to a bathroom. Natural light is filtered through the nearby window, enhancing the calm atmosphere.
Loft in Newport
4.97 out of 5 average rating, 177 reviews

Serene Loft: 2 miles from downtown Npt and beach

This quiet but spacious loft is on the 3rd floor of our home. 2 mile's from downtown and the beach. It is serene and quaint with a new queen size bed, a love seat couch, small kitchen table, good size bathroom. It's perfect for a couple or two friends who are willing to share a bed who want to enjoy our fun town but prefer a good night sleep in peace. Off street parking available for one car. Your loft has a locked door that you enter a key code (given day before).

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, 478 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
Condo in Middletown
4.88 out of 5 average rating, 290 reviews

Classic Newport Beach Cottage with Ocean Views!

Perfect spot for a getaway with stunning ocean views and steps away from the beach! Plan your stay and walk everywhere... - Across from 1st beach & 10 min walk to 2nd beach - Restaurants, ice-cream, brewery, convivence store & more - Newport Beach Club Wedding venue - The Cliff Walk & Historic Newport Mansions. - 1 mile to Downtown Newport & the Harbor. Includes off- street parking, linens, kitchenware, washer/dryer. Don't miss out on this great spot!

Popular amenities for Middletown vacation rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,719 GYDG$39,879 GYDG$41,558 GYDG$50,164 GYDG$62,967 GYDG$71,992 GYDG$89,413 GYDG$90,043 GYDG$73,461 GYDG$60,448 GYDG$47,015 GYDG$47,225 GYD
Avg. temp-2°C-1°C3°C8°C13°C18°C22°C21°C17°C11°C6°C1°C

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 390 vacation rentals in Purgatory, over 1,500 vacation rentals in Lawtons, and over 1,980 vacation rentals in Memorial Boulevard.

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

    Yes! Work meets play with ease at over 840 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 410 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 hotel rentals in Middletown?

    Experience the best of Middletown with our hotel rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Absolutely! We offer over 190 house rentals with self check-in in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Do boutique hotel rentals in Middletown have wifi?

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

  • Do house rentals in Middletown have a bbq area?

    Absolutely! We offer over 230 house 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 apartment rentals in Middletown?

    Middletown has more than 210 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Middletown

  • Total vacation rentals

    Explore 1,650 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at G$8,396 GYD per night before taxes and fees

  • Verified guest reviews

    Over 83,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    960 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 380 rentals that welcome pets

  • Vacation rentals with a pool

    410 properties feature pools

  • Rentals with dedicated workspaces

    840 properties have a dedicated workspace

  • Wi-Fi availability

    1,640 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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