Holiday rentals in Watchaug Pond

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Top-rated holiday rentals in Watchaug Pond

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A serene landscape is presented, featuring expansive green fields under a softly glowing sunrise. Two rustic buildings are visible: a barn with classic doors and a white cottage, both surrounded by lush trees and open space, reflecting the peaceful countryside setting.
Guest house in North Stonington
4.99 out of 5 average rating, 245 reviews

"Mystic Country" Farm Stay at 100 Acre Wood

Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

Top guest favourite
A spacious dining area is highlighted by a wooden table surrounded by elegant chairs. Natural light pours in through large windows, illuminating the inviting living space with a comfortable sectional couch and a wall-mounted TV. Decorative pendant lights enhance the modern kitchen's open layout.
Home in Westerly
4.98 out of 5 average rating, 180 reviews

Cheerful Cozy Colonial

Relax at this warm, welcoming, peaceful place to stay, with hiking trails nearby and only a 10-15 minute drive to various beaches, and a 10-minute drive to downtown Westerly. Set on 2+ acres, rejuvenate and connect with friends and family around the outdoor fire pit. Inside you will find a comfortable space with a full kitchen, living room, dining room, three bedrooms, and a full and half bath. Between Memorial Day and Labor Day, enjoy the outdoor shower after a long hike or trip to the beach.

Top guest favourite
A spacious kitchen features a large island with intricate granite countertops and an integrated cooktop. Elegant dining chairs surround a rustic table, while large windows provide a view of the lavender field. Wood paneling and a flat-screen TV add warmth to the inviting atmosphere.
Farm stay in South Kingstown
4.99 out of 5 average rating, 381 reviews

Lavender Farm Private Luxury Suite

The luxury suite features reclaimed wood from a 150 year old silo. Reclaimed beams adorn the ceiling. The shower features rainfall, waterfall and massage jets. There is a four post king size reclaimed wood bed with an amazing second floor view of the entire circular lavender field. There is also an open kitchen/living room area with a view of 4,000+ lavender plants. You will be surrounded by custom-picked imported Italian granite selections. The sinks in the suite feature amethyst geodes.

Top guest favourite
Tiny home in Mansfield
5 out of 5 average rating, 24 reviews

Handcrafted Timber Frame Cabin Retreat

Escape to the woods and slow things down at this beautifully handcrafted timber frame cabin, tucked away among towering trees and nature’s quiet. Built with exposed beams, natural wood, and timeless craftsmanship, this cabin blends rustic charm with modern comfort—perfect for a romantic getaway, creative retreat, or unplugged weekend escape. Whether you’re looking to reconnect, recharge, or simply enjoy the beauty of the forest, this timber frame cabin offers a warm and memorable escape.

Top guest favourite
Guest suite in Stonington
4.98 out of 5 average rating, 382 reviews

Morgan Suite - spacious | hot tub | water views!

The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

Top guest favourite
An inviting living space is characterized by high post and beam cathedral ceilings, with a floor-to-ceiling fieldstone fireplace as a focal point. Cozy seating is arranged around a central coffee table, with warm lighting provided by string lights. The area reflects a blend of rustic charm and modern comfort.
Cabin in Westerly
5 out of 5 average rating, 174 reviews

Sunny Days, Starry Nights | 10 Min to Beaches

☀️ WESTERLY BEACH PASS INCLUDED ☀️ Welcome to Woodhaus Westerly — Minutes to both Westerly and Charlestown beaches, downtown shops, breweries, and coastal walks. Enjoy a crisp beverage on the front porch swings, cool off in the outdoor shower then take in the stars after dark while enjoying an evening bonfire. Dog + kid friendly with plenty of space to relax. Perfect for couples and families - designed for making summer memories. View more photos and updates @Woodhaus_Properties

Top guest favourite
Home in North Stonington
5 out of 5 average rating, 14 reviews

Boats & Toads | The Valentine Camp on Wyassup Lake

Escape to our renovated, vintage-inspired family lakefront retreat perched on scenic Wyassup Lake, surrounded by beautiful, protected state forest in North Stonington, CT. Enjoy boating, wildlife, hiking, swimming, kayaking, canoeing, paddleboarding, and excellent fishing. Nearby are gorgeous beaches, award-winning farm-to-table dining, wineries, shopping, music venues, and two world-famous casinos. Central to NYC and Boston, it’s the perfect New England getaway anytime of year!

Superhost
A bright studio space features a spacious bed layered with neutral tones and decorative pillows. A gray sofa is positioned nearby, accompanied by neatly stacked linens. Soft natural light enters through a curtain, illuminating framed beach photography on the walls and a round mirror reflecting the serene ambiance.
Apartment in Charlestown
4.86 out of 5 average rating, 44 reviews

The Breachway Bungalow

This bright bungalow STUDIO is everything you need & more in the perfect central location! Enjoy a cozy weekend getaway in the stocked kitchenette or unwind after a fun filled day at the beach or by the outdoor fire pit with s’more’s! Just a short drive to the local beaches, lakes, parks, and trails or Mystic Village and the CT casinos. Perfect remote work space with VR Wi-Fi & a stocked coffee/espresso bar! It’s perfect for two adults or two adults and a child.

Guest favourite
An open-plan living space features a high, wooden ceiling supported by exposed beams. Two pink sofas are positioned opposite a rustic coffee table, with a wood-burning stove nestled against a stone accent wall. Natural light fills the room, enhancing the cabin's warm ambience.
Cabin in Charlestown
4.91 out of 5 average rating, 53 reviews

Shoreline Cabin - trails, beach, lake, salt pond

Uniquely set on a private 2.6 acre lot, this open plan cabin is spacious and cozy at the same time. A zen breezeway and back deck invite you to enjoy tranquility of the surrounding woods, and within ten minutes you have access one of Rhode Island’s largest freshwater lakes, open beaches, the state’s largest salt pond, conservation land, miles of trails, and Ninigret Park. This peaceful setting is within close proximity to all South County has to offer.

Top guest favourite
Tiny home in East Lyme
4.99 out of 5 average rating, 164 reviews

Waterfront Bliss Tiny Home

Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

Top guest favourite
A charming cabin with a red exterior sits surrounded by colorful autumn foliage, reflecting on the calm surface of a pond. A spacious deck is visible, featuring a patio chair and table, while a kayak rests nearby on the grassy shore.
Cabin in North Stonington
4.96 out of 5 average rating, 256 reviews

Come to the woods and snuggle in front of the fire

Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.

Top guest favourite
Home in Charlestown
5 out of 5 average rating, 21 reviews

Rural Retreat near the Beach

Visit Charlestown for a fun beach weekend, or a woodsy respite and relax in our stylish and private home! We are located just a short drive away from Burlingame Campground, Ninigret Park and Blue Shutters & other Charlestown beaches. Burlingame Campground: 1 mile Blue Shutters & East Beach: 2.5 miles Charlestown Beach: 5 miles Ninigret Park: 3.5 miles

Popular amenities for Watchaug Pond holiday rentals