Oceanfront Rentals in Watch Hill Historic District, RI: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  USA

  4.  Rhode Island

  5.  Westerly
  6.  Watch Hill Historic District

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118 Best Oceanfront Rentals in Watch Hill Historic District (Starting from $204)

Whalers Rest A Bright and Historic 2BR Flat in Stonington Borough
Whalers Rest A Bright and Historic 2BR Flat in Stonington Borough
Apartment
Stonington, CT, USA
5.1k from Watch Hill Historic District center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

5 Bedrooms5 Guests
New to Booking
$238
Average price / night
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The Crown Jewel Apartment in Watch Hill, RI.
The Crown Jewel Apartment in Watch Hill, RI.
Apartment
Westerly, RI, 02891, United States
0.1k from Watch Hill Historic District center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
New to Booking
$1271
Average price / night
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Lovely Westerley Home with Yard and Grill!
Lovely Westerley Home with Yard and Grill!
House
Westerly, RI, USA
9.0k from Watch Hill Historic District center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$271
Average price / night
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Available for Fall Winter and Spring  monthly rental, incredible Ocean View. .
Available for Fall Winter and Spring monthly rental, incredible Ocean View. .
Condo
Westerly, RI, 02891, United States
0.2k from Watch Hill Historic District center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

49 reviews

$906
Average price / night
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Historic Gurdon Allyn House 6BR in Downtown Mystic
Historic Gurdon Allyn House 6BR in Downtown Mystic
House
Stonington, CT, USA
10.0k from Watch Hill Historic District center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

6 Bedrooms13 Guests
New to Booking
$1561
Average price / night
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Exquisite yachts & sunsets, total elegance -2178718
Exquisite yachts & sunsets, total elegance -2178718
Condo
Westerly, RI, 02891, United States
0.2k from Watch Hill Historic District center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

9 reviews

$2156
Average price / night
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Cheerful Historic 3 BR Townhouse Downtown Mystic
Cheerful Historic 3 BR Townhouse Downtown Mystic
House
Stonington, CT, USA
10.0k from Watch Hill Historic District center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

3 Bedrooms7 Guests
New to Booking
$423
Average price / night
Check Availability
Private Watch Hill Cottage 5 Min. Walk to Beach
Private Watch Hill Cottage 5 Min. Walk to Beach
Cottage
Westerly, RI, 02891, United States
0.4k from Watch Hill Historic District center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
9.8

Exceptional

18 reviews

$374
Average price / night
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Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel
Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel
House
Westerly, RI, 02891, United States
0.6k from Watch Hill Historic District center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$1712
Average price / night
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5 Star Ocean House Hotel - Rental Villa. Winter Season
5 Star Ocean House Hotel - Rental Villa. Winter Season
House
Westerly, RI, 02891, United States
0.7k from Watch Hill Historic District center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

8 Bedrooms18 Guests
New to Booking
$3617
Average price / night
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Cozy summer cottage, short walk to beach and historic Watch Hill village
Cozy summer cottage, short walk to beach and historic Watch Hill village
House
Westerly, RI, 02891, United States
1.1k from Watch Hill Historic District center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area

4 Bedrooms6 Guests
10.0

Exceptional

23 reviews

$551
Average price / night
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Beautiful Watch Hill  4BR/3BA with Backyard Deck & Pool Just Steps From Beach
Beautiful Watch Hill 4BR/3BA with Backyard Deck & Pool Just Steps From Beach
House
Westerly, RI, 02891, United States
1.5k from Watch Hill Historic District center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.6

Exceptional

24 reviews

$1073
Average price / night
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Secluded Waterfront Location With Dock
Secluded Waterfront Location With Dock
House
Stonington, CT, 06379, United States
1.7k from Watch Hill Historic District center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
10.0

Exceptional

152 reviews

$527
Average price / night
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Classic Cozy Cottage in Watch Hill
Classic Cozy Cottage in Watch Hill
House
Westerly, RI, 02891, United States
1.8k from Watch Hill Historic District center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms5 Guests
10.0

Exceptional

68 reviews

$399
Average price / night
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SPECTACULAR 5 BR/3BA  HOME - WALK TO  BEACH - WATCH HILL!
SPECTACULAR 5 BR/3BA HOME - WALK TO BEACH - WATCH HILL!
House
Westerly, RI, 02891, United States
3.1k from Watch Hill Historic District center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

19 reviews

$8037
Average price / night
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Watch Hill Misquamicut Westerly Rhode Island
Watch Hill Misquamicut Westerly Rhode Island
House
Westerly, RI, 02891, United States
3.2k from Watch Hill Historic District center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms5 Guests
9.8

Exceptional

15 reviews

$964
Average price / night
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Renovated Beach Cottage, 1/2 Mile Walk to East Beach
Renovated Beach Cottage, 1/2 Mile Walk to East Beach
House
Westerly, RI, 02891, United States
3.3k from Watch Hill Historic District center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$868
Average price / night
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The Beach Cottage in Misquamicut - short walk to the beach!
The Beach Cottage in Misquamicut - short walk to the beach!
House
Westerly, RI, 02891, United States
3.4k from Watch Hill Historic District center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$461
Average price / night
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Ocean Front Cottage With Private Beach On Watch Hill End of Westerly
Ocean Front Cottage With Private Beach On Watch Hill End of Westerly
Cottage
Westerly, RI, 02891, United States
3.6k from Watch Hill Historic District center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms7 Guests
10.0

Exceptional

54 reviews

$1587
Average price / night
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Amazing Beach House in the Woods with Pool and Hot Tub
Amazing Beach House in the Woods with Pool and Hot Tub
House
Westerly, RI, 02891, United States
3.6k from Watch Hill Historic District center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

21 reviews

$2802
Average price / night
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One block from the beach!
One block from the beach!
House
Westerly, RI, 02891, United States
3.8k from Watch Hill Historic District center

AC, Barbecue, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio, TV

2 Bedrooms6 Guests
9.8

Exceptional

36 reviews

$370
Average price / night
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Beach Cottage
Beach Cottage
Cottage
Westerly, RI, 02891, United States
3.9k from Watch Hill Historic District center

Balcony, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Patio

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$567
Average price / night
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Elegant Waterfront Estate On 2 Acres ~ Private Pool ~ 12 min from Mystic!
Elegant Waterfront Estate On 2 Acres ~ Private Pool ~ 12 min from Mystic!
House
Stonington, CT, 06379, United States
4.1k from Watch Hill Historic District center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet

5 Bedrooms12 Guests
10.0

Exceptional

22 reviews

$1374
Average price / night
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Villa Salt Acres — Idyllic East Coast Estate in Stonington
Villa Salt Acres — Idyllic East Coast Estate in Stonington
Villa
Stonington, CT, 06378, United States
4.2k from Watch Hill Historic District center

AC, Arcade, Balcony, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

6 Bedrooms12 Guests
New to Booking
$10264
Average price / night
Check Availability
Unobstructed Water Views & Huge Patio with Hot Tub
Unobstructed Water Views & Huge Patio with Hot Tub
House
Stonington, CT, 06379, United States
4.3k from Watch Hill Historic District center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
New to Booking
$454
Average price / night
Check Availability
SUMMER 2026 GETAWAY!! Great rates and Beach Parking included!!
SUMMER 2026 GETAWAY!! Great rates and Beach Parking included!!
Condo
Westerly, RI, 02891, United States
4.4k from Watch Hill Historic District center

AC, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area

1 Bedroom4 Guests
9.6

Exceptional

42 reviews

$273
Average price / night
Check Availability
Cozy Condominium Walking To The Misquamicut Beach.Unit One
Cozy Condominium Walking To The Misquamicut Beach.Unit One
Condo
Westerly, RI, 02891, United States
4.4k from Watch Hill Historic District center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
9.6

Exceptional

5 reviews

$204
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Watch Hill Historic District.

Stay Near Watch Hill Historic District's Top Attractions

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Watch Hill Historic District Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 118 verified oceanfront rentals in Watch Hill Historic District. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Watch Hill Historic District vary depending on the property size, exact beachfront location, and season. Rates typically start from around $204 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Watch Hill Historic District offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Watch Hill Historic District welcome pets. Currently, 21 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Watch Hill Historic District often include features designed for a comfortable coastal stay, such as Ocean View, Oceanfront, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.