Discover a selection of 93 vacation rentals in Watch Hill, Westerly that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $263 per night, and houses and cottages are popular options for a stay in Watch Hill. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Watch Hill
Destination guide

Head to the elegant city of Watch Hill

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

Things to do

Activities and attractions in and around Watch Hill

Do you want to discover attractions to see in the area? Venture out of your cozy vacation rental and check out everything that makes Watch Hill a fun place to get away. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • The Flying Horse Carousel (0.5 mi / 0.9 km)
  • 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)
  • Jonathan Edwards Winery (10.4 mi / 16.7 km)
  • Lake of Isles (12.5 mi / 20.1 km)
Natural features

Exploring the natural landscape of Watch Hill

Whether you're an active traveler or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Watch Hill. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • East Beach Watch Hill (0.4 mi / 0.7 km)
  • Misquamicut State Beach (2.5 mi / 4 km)
  • East Beach (9 mi / 14.4 km)
  • Charlestown Town Beach (11.4 mi / 18.3 km)
  • Ocean Beach Park (13 mi / 20.9 km)
  • Harkness Memorial State Park (13.9 mi / 22.4 km)
How to get there

Transportation options to and around Watch Hill

Fly into New London, CT (GON-Groton - New London), the closest airport, located 10.3 mi (16.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Westerly, RI (WST-Westerly State), which is 3.3 mi (5.3 km) away.

What are the top vacation rentals in or near Watch Hill?

The heart wants what the heart wants, and right now it's craving a vacation. It's time to pack your suitcase and take off to one of these top vacation rentals in or near Watch Hill:

  • Around 4 miles from the center of Watch Hill, it's difficult to beat "Misquamicut Westerly Secluded Beach Cottage 2018 Remodeled And Upgraded". It has 2 bedrooms and a range of amenities including a TV and a nearby coin laundry.
  • Alternatively, make your home away from home at "4th Generation Family Seaside 'cottage". Around 0.1 miles from the heart of Watch Hill, it has 8 bedrooms and features nearby museums and a stovetop.

For even more great options, use the search bar at the top of the page to find the perfect Watch Hill vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Watch Hill?

Nothing beats a few days away to recharge your batteries. If you're ready for some good old-fashioned R&R, these top weekend getaways in and near Watch Hill make a terrific base for a mini break:

  • If exploring nature is a must for you, book a day or two at "Cozy Summer Cottage, Short Walk To Beach And Historic Watch Hill Village". Around 0.1 miles northeast of Watch Hill, it's near Nichols Park and South County Museum. Top amenities at this escape include heating and a fireplace.
  • Also look into "Altomare - Watch Hill Village 8bedroom House Caddy", which you'll find around 1 mile southwest of Watch Hill. After a day exploring nearby natural attractions like Foxwoods Resort Casino and Newport Harbour, kick back in your vacation rental and make the most of WiFi, a TV and more.

Can I find studio apartments for rent in and around Watch Hill?

Studio apartments are difficult to beat when it comes to convenience, character and location. Get comfy in one of these studio apartments for rent in or near Watch Hill and experience a slice of the vibrant local culture:

  • Toss your bags down and put your feet up at "Westerly, Misquamicut Beach Summer Rental". Amenities including off-street parking options and nearby birdwatching activities will make you feel at home here.
  • Alternatively, switch to vacation mode at "Unique And Family - Friendly Apartment That Offers Free Kayaking With Your Stay", which comes with conveniences including a nearby waterfront and spa and beauty services.

There are plenty of attractions around Watch Hill to put on your itinerary. Feed the culture lover in you with a visit to Granite Theatre and Black Duck Gallery.

Can I find short term rentals in or near Watch Hill?

Every so often, you just need to take a well-earned breather, even if it's only for a few short days. Experience the ideal combination of relaxing and exploring at one of these short-term rentals in or around Watch Hill:

  • Nice and close to the center of Watch Hill, "A Stunning Studio Filled With Light And Steps From The Beach" is ideal for a whirlwind break. While you're in the area, check out awesome attractions like Misquamicut State Beach and The Flying Horse Carousel.
  • Eat, sleep and discover your surroundings from "Exquisite Yachts And Sunsets, Total Elegance", another exceptional option. Water Wizz of Westerly and Watch Hill Lighthouse should be on your itinerary when you're ready to go sightseeing.

What are the best romantic weekend getaways in or near Watch Hill?

Whether spent in a cabin, a cottage or a condo, a romantic weekend getaway is a fantastic way to spice up your relationship. Whisk your honey off for a couple of days at one of these sought-after escapes in or near Watch Hill:

  • Put on some love songs and chill together at "Misquamicut Westerly Secluded Beach Cottage 2018 Remodeled And Upgraded". Around 4 miles from Watch Hill, this property has all you need for a romantic weekend away, including winery tours and skiing facilities.
  • Alternatively, spend your escape sipping on bubbly and canoodling at "4th Generation Family Seaside 'cottage", around 0.1 miles from Watch Hill. A resort and winery tours will help set the mood.

What are the best large group vacation rentals in or near Watch Hill?

Share your trip and boost your odds of having fun. Whether you're organizing an action-packed escape with pals or a family reunion, there's no shortage of large group vacation rentals in and near Watch Hill:

  • Offering space, comfort and privacy, you'll get everyone's seal of approval at "4th Generation Family Seaside 'cottage". Up to 14 people can be accommodated at this escape which has 8 bedrooms, an ocean view and a garden. This group getaway is around 0.1 miles to the southwest of Watch Hill.
  • "Misquamicut Waterfront Beach House" is another option that'll fit the whole crew. It's around 2 miles to the east of Watch Hill, has 4 bedrooms and welcomes up to 12 guests. A nearby waterfront and an ocean view are just a couple of things that'll help make your visit even more memorable.

What are the best houses for rent with a pool in or near Watch Hill?

A pool is often an essential amenity for any unforgettable vacation. Enjoy hours of entertainment frolicking about or simply kicking back by the water at one of these rejuvenating escapes in or near Watch Hill:

  • Leading our list of cool pool escapes is "Amazing Beach House In The Woods With Pool And Hot Tub". Traveling groups will feel right at home here, with useful amenities like towels and a barbecue grill also at hand.
  • Alternatively, stay at "New Beach House 500 Ft From The Beach Available August 5" and while away your days poolside. A separate dining area and nearby whale-watching activities are other things your crew will love about this vacation home.

What are the best large family vacation rentals in or near Watch Hill?

No matter if your idea of the perfect escape is up in the hills or down by the sea, you'll enjoy it even more if you share it with people you love. Check out these large family vacation rentals in or near Watch Hill and bring the whole crew:

  • Get everyone together at "4th Generation Family Seaside 'cottage", which has 8 bedrooms sleeping up to 14 guests. This escape is around 0.1 miles to the southwest of Watch Hill and comes with amenities such as a garden and coffee and tea making facilities.
  • "Altomare - Watch Hill Village 8bedroom House Caddy" also has the space you need to make memories with loved ones. This property is around 1 mile to the southwest of Watch Hill, and accommodates as many as 13 guests in its 8 bedrooms. A TV and internet access will help keep everyone content and comfortable.

When it's time to explore, there are lots of family-friendly attractions in the area to keep everyone entertained and happy. The Flying Horse Carousel, Water Wizz of Westerly and Flying Horses Carousel should be top of your itinerary.

What are the best large houses to rent with indoor pools in or near Watch Hill?

Add a splash of luxury to your getaway by booking somewhere with a private indoor pool. These gorgeous large houses in or near Watch Hill have a swimming space that's your very own, as well as ample room for whoever is fortunate enough to be joining you:

  • Invite your friends over for a paddle around at "Vacation Home Rita In Forte Dei Marmi". This property has space to spare, with 4 bedrooms comfortably sleeping up to 10 guests. A swimming pool and a water park are other things to love about this place.
  • Another inviting property is "Nature Premium Room - Heater/wifi". With 3 bedrooms sleeping up to 8 guests, you can invite all your friends to stay, play and swim. A swimming pool and a garden are other amenities on offer here.

If you'd like to see even more options, use the search bar at the top of the page and adjust the filters to find the Watch Hill vacation rental that's perfect for your needs.

Are there one-bedroom vacation rentals in or near Watch Hill?

Absolutely. You'll find many one-bedroom vacation rentals in or near Watch Hill. If you don't need much space, one of these properties might be just the ticket:

  • Take a sneak peek at "Westerly, Misquamicut Beach Summer Rental", a great centrally located one-bedroom vacation property. A garden and a kitchen are just a few of the inclusions here.
  • "Unique And Family - Friendly Apartment That Offers Free Kayaking With Your Stay" is another comfy one-bedroom escape also a stone's throw from the center. When you're not out and about seeing the area's top sights, make the most of a nearby waterfront and a swimming pool.