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Watch Hill holiday lettings

We found 95 holiday rentals — enter your dates for availability

Discover a selection of 16 homes and other holiday rentals in Watch Hill that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Watch Hill

Showing deals for:14 Nov - 21 Nov

Image gallery for Classic Cozy Cottage in Watch Hill

A to Z House facing Watch Hill Road
10 out of 10 rating
Exceptional
(65 reviews)

Classic Cozy Cottage in Watch Hill

Westerly, RI

8% off
Price is £1,464
£209 per night
includes taxes & fees
Classic Cozy Cottage in Watch Hill

Find spaces that suit your style

Find out more about Watch Hill

Find out more about Watch Hill

Why visit Watch Hill

  • Stunning Watch Hill Beach: Relax on the picturesque sands of Watch Hill Beach, perfect for sunbathing and swimming.
  • Rich maritime history: Visit the local maritime museum to learn about the region's seafaring past.
  • Outdoor adventures: Explore the nearby national state park, offering hiking and nature trails for all levels.
  • Charming accommodation options: Choose from delightful cottages and holiday rentals for a unique stay.
  • Family-friendly atmosphere: Enjoy the welcoming vibe, making it ideal for family getaways and romantic retreats.

Popular types of accommodation in Watch Hill

Planning a getaway to Watch Hill? The next step is selecting the perfect accommodation. Discover a variety of options, including houses, charming cottages, and comfortable apartments, all tailored to suit your needs. With our selection of holiday rentals and house rentals, you can enjoy a memorable stay in this picturesque destination. Explore your choices for Watch Hill vacation rentals and make your holiday truly special.

  • Houses: The top choice for visitors in Watch Hill, offering spacious and comfortable stays for families, groups, or couples seeking a homely atmosphere.
  • Cottages: A charming option that provides a cosy retreat, ideal for those wanting a quaint experience near the coast.
  • Apartments: A practical choice for those preferring a self-catering stay with easy access to local amenities.
  • Condos: A modern alternative that combines convenience and comfort, perfect for both short and extended stays.
  • Villas: Luxurious accommodations offering ample space and upscale amenities for a truly indulgent holiday.**

Top attractions near Watch Hill

Watch Hill, Rhode Island, is an ideal destination for outdoor enthusiasts and those seeking scenic beauty. Visitors can explore delightful attractions such as the stunning Watch Hill Beach, the maritime museum, and the nearby national state park. This charming area offers a blend of culture, beach relaxation, and outdoor adventures, ensuring a memorable experience for all travellers.

  • Misquamicut State Beach: Located a couple of miles from Watch Hill, this beautiful beach offers a classic seaside experience with soft sands and gentle waves, perfect for sunbathing and relaxing.
  • Mystic Seaport: A mere 4.3km away, this maritime museum immerses you in New England's seafaring history, featuring historic ships, exhibits, and charming waterfront views.
  • Mystic Downtown Marina: Also 4.3km from Watch Hill, this vibrant marina offers adventure with water activities, picturesque walks, and outdoor dining, all set against a stunning backdrop.

Things to do recommended for couples

For a romantic getaway in Watch Hill, explore Saltwater Farm Vineyard for a delightful wine experience, just 1.9km away, or indulge in luxury at Stonington Country Club, located 3.7km away. Don't miss Stonington Vineyard, 4.3km away, for its charming atmosphere and entertainment vibes.

Things to do recommended for families

Families visiting Watch Hill can delight in a ride on the charming Flying Horse Carousel, splash around at the exciting Water Wizz of Westerly just 1.9km away, and unwind at Shady Oaks Park, located 5.0km away, perfect for relaxation and wellness.

Things to do recommended for groups

Groups visiting Watch Hill can enjoy a delightful shopping experience at Olde Mistick Village, relish a cultural evening at the Grand Theater at Foxwoods Resort Casino, and embrace the outdoors with a round of golf at Weekapaug Golf Club, all within a short distance from the area.

What do I need to keep in mind when booking a vacation in 'Watch Hill

If you're planning a trip with a group, family, pets, or seeking longer stays, be sure to prioritise the right filters. Here are some helpful booking tips for Vrbo.

  • Traveling to Watch Hill with a group: Think about how many bedrooms you'll require, along with additional features like a fully equipped kitchen or outdoor space for social gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Watch Hill with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Watch Hill: For many, a family holiday isn’t quite the same without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Watch Hill: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you'll be able to effortlessly discover and save on monthly rentals. Don't forget to consider including amenities such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Watch Hill

Watch Hill is a charming coastal village in Rhode Island, perfect for those seeking a blend of luxury and adventure. With its picturesque scenery and family-friendly atmosphere, visitors can enjoy romantic stays, explore stunning destinations, and immerse themselves in the region's rich history. Nearby towns offer a warm welcome and budget-friendly options, making it an ideal holiday spot for all types of travellers.

  • Mystic: Mystic is a charming city located 4.3km from Watch Hill, renowned for its romantic ambiance and outdoor experiences. Visitors can enjoy a delightful blend of city life and nature, with attractions such as the Mystic Seaport maritime museum and picturesque waterfront views. The area is also home to excellent golf courses and resorts, making it an ideal spot for relaxation and recreation. Don't miss the chance to attend a live music concert or explore the local marina, adding to your enchanting experience in this historic coastal town.
  • Westerly: Just 3.1km from Watch Hill, Westerly offers a breathtaking outdoor adventure with stunning scenery. This city is perfect for those seeking adventure and relaxation, featuring beautiful beaches and access to a national state park. Engage in a variety of activities such as attending music concerts, enjoying the local resorts, or playing a round of golf. With its family-friendly beaches and picturesque landscapes, Westerly is a fantastic destination for both families and couples looking to explore the great outdoors.
  • Stonington: Located a mere 1.9km from Watch Hill, Stonington boasts a romantic beach atmosphere perfect for leisurely strolls and sunset views. This quaint city is famed for its coastal charm, offering visitors opportunities to enjoy local resorts and various outdoor activities, including golf. Key attractions include the inviting beaches, a lively marina, and the maritime museum, all contributing to the area's rich history and culture. Stonington is an ideal spot for those seeking a serene seaside getaway with plenty of romantic opportunities.

Best time to go to Watch Hill

If you're planning a trip to Watch Hill, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.0°F (0.0°C)Light RainMostly SunnyAverageSlightly Low
February33.1°F (0.6°C)Light RainMostly SunnyAverageSlightly Low
March38.7°F (3.7°C)Light RainMostly SunnyAverageSlightly Low
April47.8°F (8.8°C)Light RainMostly SunnyAverageAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June65.5°F (18.6°C)Light RainMostly SunnyHighAverage
July72.9°F (22.7°C)Light RainMostly SunnyHighSlightly High
August72.1°F (22.3°C)Light RainMostly SunnyHighSlightly High
September66.0°F (18.9°C)Light RainMostly SunnyAverageSlightly High
October56.7°F (13.7°C)Light RainMostly SunnyLowAverage
November46.0°F (7.8°C)Light RainMostly SunnyLowAverage
December38.5°F (3.6°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is a breeze

Are you keen to save on your upcoming journey? Being flexible with your travel dates can lead to better deals, as prices often fluctuate. Additionally, booking a longer stay can result in substantial savings. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your journeys, allowing you to continue from where you last left off or to review and arrange your travel plans. You can easily find your saved or booked properties organised under Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Head to the luxury city of Watch Hill

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Watch Hill. This city is well-known for its horse riding and boating. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Watch Hill

Are you hoping to discover attractions to see in the city? Venture out of your cosy holiday rental and check out everything that makes Watch Hill a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Saltwater Farm Vineyard (3.4 mi / 5.4 km)
  • Mystic Aquarium and Institute for Exploration (6.7 mi / 10.8 km)
  • Stonington Vineyard (7.1 mi / 11.4 km)
  • Lake of Isles (12.5 mi / 20.1 km)
  • Ninigret (0.4 mi / 0.7 km)
  • Water Wizz of Westerly (3 mi / 4.8 km)

Exploring the natural landscape of Watch Hill

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Watch Hill is a great place to spend some time outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • East Beach Watch Hill (0.4 mi / 0.7 km)
  • Napatree Point (1.9 mi / 3.1 km)
  • Misquamicut State Beach (2 mi / 3.3 km)
  • East Beach (4.6 mi / 7.4 km)
  • Williams Beach (6.1 mi / 9.8 km)
  • East Beach (9 mi / 14.4 km)

Transport options to and around Watch Hill

Fly into Westerly, RI (WST-Westerly State), the closest airport, located 3.3 mi (5.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Fishers Island, NY (FID-Elizabeth Field), which is 10.2 mi (16.4 km) away.

Frequently asked questions

What is the best area to stay in Watch Hill when booking a holiday rental?
When considering a holiday rental in Watch Hill, Rhode Island, a popular area to stay is the waterfront neighbourhood itself. This picturesque locale offers stunning views of the Atlantic Ocean and easy access to the beautiful sandy beaches that the region is known for. Here, visitors can enjoy the iconic Watch Hill Lighthouse, which not only serves as a historical landmark but also provides breathtaking panoramic views of the coastline. Additionally, the charming Watch Hill Village is home to the famous Flying Horse Carousel, a delightful attraction that captivates both children and adults alike.

Another appealing area is the surrounding residential streets, where you'll find a mix of quaint cottages and elegant homes, often available for holiday rentals. This area exudes a tranquil atmosphere, ideal for those looking to unwind while still being within walking distance of local shops and restaurants. The number of properties available in these neighbourhoods tends to vary, but there is generally a good selection that caters to different preferences and group sizes.
How much does it cost to rent a holiday home in Watch Hill?
Prices for holiday rentals in Watch Hill vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Watch Hill to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Watch Hill holiday house rentals?
You can find great discounts on house rentals in Watch Hill on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Watch Hill?
A long-stay holiday rental in Watch Hill is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Watch Hill holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Watch Hill with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Watch Hill?
In Watch Hill, holiday rentals typically offer a variety of amenities to enhance guests' experiences, although specific popular amenities are not detailed. Visitors can expect many properties to feature spacious living areas, well-equipped kitchens for self-catering, and comfortable bedrooms. Given the area's coastal charm, some rentals may also include outdoor spaces, such as balconies or patios, superb for enjoying the pleasant seaside atmosphere. Many properties are located within walking distance of beautiful beaches and local attractions, providing a convenient base for exploring the picturesque surroundings.
When is the best time to visit Watch Hill for a holiday rental?
July is the most popular time to visit Watch Hill, where the charm of New England coastal living comes alive. During the peak season, from June to August, visitors flock to this picturesque village to soak up the sun on its beautiful beaches, explore the scenic shoreline, and indulge in delightful local cuisine at quaint seaside restaurants. The vibrant atmosphere is great for families and couples looking to enjoy outdoor activities, from sailing to leisurely strolls along the waterfront.

With average temperatures hovering around the mid-20s Celsius, July offers ideal conditions for those who want to spend their days basking in the sun or engaging in water sports. The coastal breezes add to the comfort, ensuring that you can truly relax while enjoying the stunning views of the Atlantic.

For those seeking a more budget-friendly experience, November presents an excellent alternative. Though it's off-peak, this month showcases the natural beauty of Watch Hill with fewer crowds, allowing for serene walks along the beach and the opportunity to appreciate the area's historic sites at a leisurely pace. The crisp autumn air and changing foliage create a picturesque backdrop for exploring the charming streets lined with Victorian homes.
How early should I book a Watch Hill holiday rental?
Book your Watch Hill holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Watch Hill?
In Watch Hill, Rhode Island, visitors can enjoy a blend of coastal charm and historic attractions. The picturesque Watch Hill Lighthouse, dating back to the 1800s, offers stunning views of the ocean and is a popular spot for photography. The nearby beaches, such as East Beach and Watch Hill Beach, are great for sunbathing and swimming during the warmer months.
Can I change or cancel my Watch Hill home rental booking on Vrbo?
To find Watch Hill holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Watch Hill holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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