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, 220 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.

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
4.98 out of 5 average rating, 177 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, 373 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.

Top guest favorite
The open floor plan showcases a modern kitchen with stainless steel appliances and ample cabinetry. A cozy living area features a dark sofa with a patterned throw pillow and a coffee table. Natural light enters through angled windows, illuminating the dining space with a white table and colorful chairs.
Apartment in Newport
4.99 out of 5 average rating, 210 reviews

“The Pearl of Broadway”

Newly updated apartment. Open floor plan with a gorgeous new kitchen which i @1485 square feet or size of 4.5 avg. hotel rooms. It has a dining area as well as living space. Beautiful hardwoods throughout. The bedroom has a King bed and the open floor has a double Murphy bed. Two bathrooms with stunning tiling! Walk to Broadway, Washington Sq. or Thames St. with its lovely shopsI Fully licensed One of three units available in building- airbnb.com/h/gritsjewel airbnb.com/h/gritsloft

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, 322 reviews

Lovely Private Setting, walk to 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. There's a $25 charge for a second dog.

Top guest favorite
A spacious kitchen features dark wooden cabinetry and light granite countertops. The layout includes ample counter space and modern appliances. A glass cabinet above the counter showcases dishes, while hardwood flooring adds warmth to the area. The dining area is visible through an open space in the back.
Home in Middletown
4.88 out of 5 average rating, 219 reviews

Spacious 6BR Family Home Near Newport Beaches

BINGO! You found the SPACIOUS & COZY house in a quiet neighborhood! (No party allowed). 2 miles to Easton's Beach & Downtown. You'll have enough space to comfortably stay w/ your big family or big group of friends. 6 Bedrooms! 10 Beds (3 Kings, 4 Doubles, 2 Twins, 1 Sofa Bed). 2 Kitchens. Open concept kitchen & dining are 1st & 2nd floor. Guests love our beautiful porch/patio and backyard in the summer and living room with fireplace the winter! Parking spot for 6 cars. A MUST STAY!

Guest favorite
Condo in Middletown
4.89 out of 5 average rating, 296 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!

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
4.88 out of 5 average rating, 186 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.

Top guest favorite
A modern kitchen is shown with dark wood cabinetry and stainless steel appliances, including a stove and microwave. A dining area features a large island with stools. Natural light enters through a sliding glass door leading to a small deck. The cozy living space is visible, adorned with neutral tones.
Apartment in Newport
4.91 out of 5 average rating, 112 reviews

Newport Apartment Just off Historic Thames

This open air, 1 bedroom apartment is on the 2nd floor of a 2 family home in the heart of Newport's Yachting Village. Guests will enjoy our kitchen with counter and stools as the transition to the living room, which has a slider out to the small deck with 2 chairs. Facing south, the sun warms and brightens the living room and kitchen area. We can't emphasize enough how terrific our guests find the location to be! They are always so pleasantly surprised!!!

Guest favorite
A spacious studio apartment features a light-colored sofa and a small coffee table in the living area. A queen-sized bed with white bedding is positioned near a wall art piece, while a kitchenette and dining area with bar stools are visible in the background.
Guest suite in Middletown
4.95 out of 5 average rating, 177 reviews

Unique and Modern Place to Stay!

Cozy studio downstairs from our ranch-style home. Includes kitchen (no stove), private bath, coffee setup, free parking, and WiFi. Great for a couple, solo guest, or family with a child. Quiet, safe neighborhood, 10 min from Newport crowd. Beaches nearby: 5 min to Easton Beach, 10 min to Middletown Second Beach. Note: Bathroom has a pump-assisted toilet. It works fine but the flush is a bit noisy. If you’re very sensitive to sound, this may not be ideal.

Top guest favorite
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.
Home in Middletown
4.97 out of 5 average rating, 138 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.

Guest favorite
A charming front view of the house features large windows allowing natural light. Lush green shrubs and colorful flowers frame the entrance, while a well-maintained lawn enhances the inviting exterior. The porch steps lead to the main door, creating an appealing entryway.
Home in Middletown
4.87 out of 5 average rating, 181 reviews

Serene Beach Cottage

Stylish and full of amenities, this home in Middletown right between 1st and 2nd beach - an easy walk or bike ride away! Big Back yard that's fully enclosed, 2 off-street parking spots, and a refreshing outdoor shower to give you the full beach living experience. Bonuses: a sun room that is perfect for morning coffee in the fall and a door on the living room for complete privacy for guests on the sleeper sofa.

Popular amenities for Middletown vacation rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 3,462 ZARR 3,397 ZARR 3,657 ZARR 3,885 ZARR 4,876 ZARR 5,575 ZARR 6,925 ZARR 6,973 ZARR 5,689 ZARR 4,681 ZARR 3,641 ZARR 3,657 ZAR
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 2,080 vacation rentals in Newport East, 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 780 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 400 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 430 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 serviced apartment rentals in Middletown?

    Experience the best of Middletown with our serviced apartment rentals, starting at about $320 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Absolutely! We offer over 110 apartment rentals with self check-in in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Middletown have wifi?

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

  • Do condo rentals in Middletown have a bbq area?

    Absolutely! We offer over 100 condo 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 30 resort rentals with a gym in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly private suite rentals in Middletown?

    Middletown has more than 10 family-friendly private suite rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Middletown

  • Total vacation rentals

    Explore 1,580 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at R 650 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 82,610 verified reviews to help you choose

  • Family-friendly vacation rentals

    970 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 400 rentals that welcome pets

  • Vacation rentals with a pool

    430 properties feature pools

  • Rentals with dedicated workspaces

    780 properties have a dedicated workspace

  • Wi-Fi availability

    1,580 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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