
Holiday rentals in Middletown
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Top-rated holiday rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Your 5 Star Beach House Experience
Only 1 week left for 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

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.

Cozy townhouse w/yard, 1 mile to beach & downtown
Bright 2 level townhouse with remodeled bathroom in July 2024 & refinished hardwood floors as of Oct '23. Tastefully decorated & stocked w everything you need! Kitchen w/ gas stove, micro, toaster & Keurig coffeemaker. Master bdrm w/ queen bed & TV; 2nd bdrm has full size bed. Gorgeous sunporch overlooking a nice shared yard w/ chairs, table & gas grill. Driveway for 3 cars. Quiet area centrally located, very close to beaches 🏖 & the hopping restaurant row of Lower Broadway & downtown Newport!

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.

Traveler's Guest Nest, special winter 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.

Downtown Cottage
Experience refined coastal living in this exquisitely designed downtown Newport retreat, where luxury and comfort are seamlessly blended. Thoughtfully furnished with high-end, organic materials—from linen bedding to natural wood accents—every detail is chosen for both elegance and well-being. The open-concept living area flows into a chef’s-grade kitchen, outfitted with premium appliances, a gas range, and artisan cookware perfect for preparing locally sourced seafood or entertaining with sty

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

Penthouse harbor view. 30 steps
Penthouse apartment overlooking Thames St. and the Harbor w/ a huge deck. Please take notice this a third floor apartment. Located in the heart of Newport right on Thames St. Cook dinner in the chef style kitchen and eat al fresco on the deck. The central location gives you walking distance to dozens of shops and restaurants as well. It is a 15 min. walk to first beach and the mansions. A private parking space is included with the stay making it super convenient.

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!)

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.

Downtown middletown private suite - 5min Newport
Private entrance to the suite will not share any space with anyone . Free 2 parking lot. Sun- filled private suite with sofa bed and queen bed, fireplace, refurbished bathroom and living room. No local channels, tv works with your phone connected and free Hulu , Disney + channels. cooking kitchen, has Towel and Pots like kitchenware . Will not disturb the company. Quiet and perfect for couples!
Popular amenities for Middletown holiday rentals
Stay near Middletown's top sights
Other great holiday rentals in Middletown

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

Coastal Charmer Near Newport

Coastal Haven at Newport

New Build-4 Bed, Steps to Vineyard, Close to Beach

Serene & Spacious Home near Newport and Beaches

Quiet Retro Beach Cottage

Central to everything. Spacious. Fenced. New

Luxury home on Upscale Indian Ave-Close to Newport
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $250 SGD | $245 SGD | $255 SGD | $308 SGD | $387 SGD | $442 SGD | $549 SGD | $553 SGD | $451 SGD | $355 SGD | $284 SGD | $258 SGD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 22°C | 21°C | 17°C | 11°C | 6°C | 1°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 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 serviced apartment rentals in Middletown?
Experience the best of Middletown with our serviced apartment rentals, starting at about $230 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do guesthouse rentals in Middletown have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Middletown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Middletown have self check-in?
Absolutely! We offer over 200 house 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 apartment rentals in Middletown have a gym?
Absolutely! We offer over 30 apartment rentals with a gym in Middletown. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly townhouse rentals in Middletown?
Middletown has more than 20 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Middletown

Total holiday rentals
Explore 1,640 holiday rentals in Middletown

Nightly prices starting at
Middletown holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 81,270 verified reviews to help you choose

Family-friendly holiday rentals
940 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 380 rentals that welcome pets

Holiday rentals with a pool
400 properties feature pools

Rentals with dedicated workspaces
810 properties have a dedicated workspace

Wifi availability
1,630 of Middletown holiday rentals include wifi 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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- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- East Sandwich Beach
- Craigville Beach
- Point Judith Country Club
- Duxbury Beach
- Ocean Beach Park
- Easton Beach
- Blue Shutters Beach
- Onset Beach
- Groton Long Point Main Beach
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- White Horse Beach
- Horseneck Beach State Reservation
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