Holiday rentals with outdoor seating in Westerly

4.99 out of 5 average rating, 108 reviews

Flat in Westerly

Heathers On High Street King Bed/Twin Bed

Experience Westerly life like a Local! Enjoy this centrally-located Apartment close to Downtown. Easy highway access to the Beach and Casinos. Free Parking with Private entrance opens to a courtyard with Gazebo Sitting area and a Grill just for you! The 2 Bedroom Apartment is located on the 2nd floor with a Full Kitchen/Living Room combination, 1 Bathroom, Washer/Dryer and Central Air. The Master Bedroom has 1 King Bed with a new Nectar Mattress. Second smaller bedroom has a Twin Pillowtop Bed

Guest house in North Stonington

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.

4.99 out of 5 average rating, 221 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.

4.88 out of 5 average rating, 124 reviews

A welcoming entrance features a blue door with a small window and the number 37 displayed. Steps made of stone lead up to the door, flanked by a vibrant blue pot of flowers, adding a touch of color to the exterior.

Flat in Westerly

Westerly Garden Apartment Minutes Walk to Downtown

Comfortable, spacious apartment walking distance to downtown Westerly with patio, outdoor dining and fire pit. Let DownWest Apartment be your landing pad to enjoy nearby beautiful ocean beaches, historic towns, renowned dining and casinos. Head to the United Theater or the Knick for a night of entertainment and dancing, hop the Amtrak for a night out in Mystic, CT or take a stroll through historic Wilcox Park. Or, grab some fresh lobsters to bring home and enjoy all that DownWest has to offer.

4.87 out of 5 average rating, 143 reviews

A cozy living area features a dark leather sofa with bright yellow and patterned throw pillows. A small round wooden coffee table sits in front, complemented by a decorative plant on top. Art pieces adorn the walls, adding a touch of color to the neutral tones.

Flat in Westerly

Salt & Stone House-1 bedroom Oasis sleeps 4

Downtown 1 bd, 1 bth unit. Park your car and walk downtown to shop, grab a bite to eat, catch a movie at the renovated United Theater or take a stroll in beautiful Wilcox park. This gem is in the heart of Westerly and only a 10min. drive to the beach. Finish your day on the back porch overlooking the fenced in yard. Can sleep 4. 1 bdrm with Queen bed and living room pullout full size bed. Grocery, Liquor, restaurants, laundromat are all steps away from this well kept secret on a dead end road.

5 out of 5 average rating, 143 reviews

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

Autumn Leaves & Winter Fires - Private, Sleeps 7

WINTER GETAWAY ALERT: Cozy up on the RI Coast! Welcome to Woodhaus Westerly — a peaceful winter retreat minutes from downtown shops, breweries, and coastal walks. Enjoy 3 private wooded acres for starry-night bonfires, winter trails, and cozy nights by the wood stove with blankets, games, and movies. Dog + kid friendly with plenty of space to relax. Perfect for couples, families, or a remote-work refresh. ☀️Beach Pass returns for Summer 2026! View more photos and updates @Woodhaus_Properties

Guest house in Charlestown

The exterior of the vintage cabin features a welcoming porch with two green chairs and various potted plants. The cabin has a clean, white facade with dark doors, surrounded by a lush green lawn and trees, inviting a sense of tranquility.

4.88 out of 5 average rating, 319 reviews

Cozy All Season Cabin Near Beach at Rockbriar Farm

Small vintage vacation cabin located in Charlestown, RI a 1 mile walk/bike to the town beach. Located on 7 acres called Rockbriar Farm, the cabin is in a wooded setting away from our home affording privacy for guests. One large room includes the futon bed/couch and the one sink; the shower and toilet are in separate room. Cabin also has a cedar enclosed hot water outdoor shower. Clean, cozy but not luxurious! No stove, but coffee maker, microwave, outside grill, and mini fridge.

Guest suite in Stonington

4.99 out of 5 average rating, 311 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!

4.94 out of 5 average rating, 211 reviews

The kitchen and dining area feature rustic wooden beams overhead and a mix of modern and traditional elements. A large wooden dining table is surrounded by black chairs, while a stainless steel stove and refrigerator are visible in the background. A brick wall adds character, and a cozy stove offers warmth.

Home in Pawcatuck

Eco Friendly 1700s home! 0.3 miles to Westerly RI!

Welcome to Farley Ave! Our 1700’s home was originally a barn to the farm house next door, hence the close proximity and lower original ceilings/beams. Both were converted to a homes in 1905 and then we restored this house in 2021 to give it the character it once had, and bring it back to life. Our home is walking distance to bars and restaurants in downtown Westerly, as well as 10 minutes from Westerly beaches and 10 minutes to Mystic CT! Equipped with bikes, beach essentials and more!

4.97 out of 5 average rating, 147 reviews

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

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. In the warmer weather, enjoy the outdoor shower after a long hike or trip to the beach.

5 out of 5 average rating, 134 reviews

A spacious sleeping area features a well-made bed with light blue and white bedding. A light wood divider with open shelves separates the sleeping area from the kitchen. Natural light fills the room, highlighting soft wall colors and pleasant decor.

Flat in South Kingstown

Serene Retreat apartment

This apartment has everything you'll need for a peaceful stay. Enjoy complete privacy in the apartment, hang out on the shared screen porch or deck, or luxuriate in a hot outdoor shower. The space is equipped for long stays, with a dedicated work space, full kitchen, washer, dryer, and storage space. Walk to the bike path or URI campus (we are 1.4 miles from the center of campus). Under 5 miles to Amtrak, stores and restaurants; less than 10 miles to beautiful beaches.

4.98 out of 5 average rating, 108 reviews

The living area is brightly lit by natural light streaming through two windows. A comfortable gray sofa and two armchairs are arranged around a wooden coffee table. A light rug covers the hardwood floor, and a lamp adds additional lighting.

Home in Stonington

The Blue Anchor House · walk Mystic-Train/Aquarium

Experience the charm and beauty of Mystic at the Blue Anchor House. This stunning 3-bedroom home is a short 10-minute walk to the Mystic Amtrak train station or a 15-minute stroll to the historic downtown area. Fully renovated with all new appliances, bathroom and kitchen, you will feel like home. Whether you're planning a small family vacation or a romantic getaway, The Blue Anchor House is the perfect escape. ***Level-2 EV charging on site is shared with other guests***

4.98 out of 5 average rating, 158 reviews

A serene bedroom features a spacious bed adorned with soft grey linens. Two bedside tables, each with a lamp, flank the bed. A vibrant piece of artwork and a framed print add color to the walls, enhancing the room’s inviting ambiance.

Guest suite in Westerly

Private suite close to beaches and downtown.

The Ruedemann Suite is situated off of our main house in a quiet neighborhood. We are located 3 miles from Misquamicut Beach & Watch Hill. Historic Downtown Westerly with its thriving restaurant, arts & music scene is 1.5 miles from the house. Take a short drive to Stonington or Mystic for shopping or local vineyards. Feeling lucky? Mohegan Sun & Foxwoods Casinos are close by! Newport & Providence are a 45-minute drive. Follow on the gram @ruedemannsuite

Popular amenities for outdoor seating rentals in Westerly

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.94 out of 5 average rating, 111 reviews

A wide view of a sandy beachfront stretches along the coastline, bordered by calm blue waters under a clear sky. Lush greenery can be seen in the distance, suggesting a nearby park or recreation area. Several individuals are spaced along the shore enjoying the beach.

Home in Waterford

Salty Breeze - Waterfront Cottage on the Cove

4.93 out of 5 average rating, 254 reviews

A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.

Home in East Haddam

Romantic Getaway at The Lake!

4.97 out of 5 average rating, 239 reviews

A cozy living room features a stone fireplace surrounded by comfortable, light-colored sofas. A wooden coffee table displays a floral arrangement, while natural light filters through bright windows adorned with soft curtains. A potted plant adds a touch of greenery to the inviting space.

Home in Stonington

Perfect New England Getaway has a pool/ hot tub

4.99 out of 5 average rating, 105 reviews

A charming front porch is visible, featuring a welcoming entrance framed by potted plants. The house is adorned with large windows and blue shutters. A stone path leads to the door, and greenery surrounds the porch, contributing to a serene outdoor setting.

Home in Groton

Clean & quiet 2 bedroom w/office-dog friendly

4.99 out of 5 average rating, 113 reviews

A comfortable living room features a light-colored sofa adorned with decorative pillows and a rustic coffee table. A large TV is mounted on the wall, accompanied by wall decor and a door leading outside. A ceiling fan hangs above, contributing to the airy environment.

Home in South Kingstown

Simple Cottage l 5 minutes to beach + restaurants

4.95 out of 5 average rating, 471 reviews

A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.

Home in The Hamptons

Silver House: 3BR Home with Private Beach Access

4.96 out of 5 average rating, 128 reviews

A charming two-story house features a shingle exterior and large windows, providing ample natural light. Lush green grass surrounds the home, complemented by mature trees offering shade. A small front porch with white chairs invites relaxation while enjoying the serene landscape.

Home in Stonington

Unobstructed Water Views & Huge Patio with Hot Tub

4.99 out of 5 average rating, 157 reviews

A spacious living area is complemented by a whitewashed ceiling and large windows allowing natural light. A comfortable sofa with decorative pillows faces a wooden coffee table. Additional seating includes a patterned rocking chair, with a dining table in view, and a kitchen area in the background.

Home in South Kingstown

Heart Stone House

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 106 reviews

A spacious home is seen from the yard, featuring a large deck with multiple entry points. The structure is surrounded by trees in various autumn hues. Lush green shrubs frame the front, enhancing the natural setting.

Flat in Norwich

studio apartment water forest retreat

4.97 out of 5 average rating, 122 reviews

A bright living area features a futon, a coffee table, and a small dining set with four chairs. Natural light fills the space through two windows, which are adorned with light-filtering shades. Hardwood flooring adds warmth to the room.

Flat in Pawtucket

Private and Comfy - whole building to yourself!

4.89 out of 5 average rating, 318 reviews

The kitchen features white cabinetry and a wooden countertop, complemented by a whale mural on the ceiling. Skylights above allow natural light to fill the space. A blue area rug, appliances such as a stove and refrigerator, and decor items add to the inviting atmosphere.

Flat in New London

The Whaler’s Loft · Ocean Beach, Mystic & USCGA

4.87 out of 5 average rating, 486 reviews

A view from the deck reveals a parking lot surrounded by buildings, adorned with various flags, including American and French flags. Several parked cars are visible, under a clear blue sky. The scene captures a vibrant atmosphere typical of a downtown area.

Flat in Newport

The location on the Harbor w/ prkng

4.97 out of 5 average rating, 261 reviews

The living room showcases a comfortable seating area with a dark couch, complemented by a glass dining table nearby. A wooden mantel above a decorative fireplace adds warmth, while natural light filters through the large windows, illuminating the soft white walls.

Flat in Ashford

Enjoy a Farm Stay without the Work

4.98 out of 5 average rating, 139 reviews

A charming exterior view of a house is presented, featuring a stone chimney and a screened porch with yellow trim. Lush green grass and various plants frame the pathway, inviting a sense of greenery and tranquility.

Flat in South Kingstown

Cute and Convenient

4.89 out of 5 average rating, 647 reviews

A modern chandelier with several lights is suspended from the ceiling, illuminating a bold green wall. Soft white towels are neatly stacked on an adjacent shelf, creating an organized and welcoming appearance. A window above brings in natural light, enhancing the fresh ambiance.

Flat in North Kingstown

URI, General Dynamics (EB), Newport

4.98 out of 5 average rating, 248 reviews

A modern kitchen features wooden countertops with three bar stools positioned at a breakfast bar. Shelves hold glassware and decorative bottles. Natural light enters through a window, illuminating the granite counters and stove area. Additional seating is visible in a cozy dining nook.

Flat in South Kingstown

"The Broody Hen" Farmhouse (2.5mi to beach)

Apartment rentals with outdoor seating

4.95 out of 5 average rating, 159 reviews

A spacious bedroom features elegant floral-patterned wallpaper, a large bed with layered white linens, and a decorative pillow. Natural light fills the room through multiple windows, enhancing the calming atmosphere. A round mirror and a bedside light fixture add functional decor.

Apartment in Fox Point

Mon Reve Cottage Suite by PVDBNBs (2 bed, 1 bath)

Apartment in The Hamptons

Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.

5 out of 5 average rating, 240 reviews

Montauk Waterfront Condo w/ Sunset Views

4.85 out of 5 average rating, 113 reviews

A spacious kitchen and dining area features modern appliances, including a refrigerator and microwave. A wooden table with yellow chairs is positioned near a window adorned with patterned curtain. The flooring has a warm wooden tone, enhancing the overall open layout.

Apartment in Pawtucket

🏡🏡🤩😍 Beautiful apartment perfect location.💎💜

4.98 out of 5 average rating, 161 reviews

A living area features a comfortable sofa and two armchairs, arranged around a rustic coffee table. A fireplace is set into a stone mantel, and a large television is mounted on the wall. Sliding doors lead to a private balcony, allowing natural light to fill the space.

Apartment in Norwich

The Vacay Villa

4.99 out of 5 average rating, 210 reviews

A spacious bed is adorned with a plush, white comforter and decorative pillows, including one reading 'home.' A tray with refreshments and a poolside bag rests nearby. Soft lighting from bedside lamps enhances the room's calm ambiance, complemented by a framed landscape photograph on the wall.

Apartment in Norwich

Peaceful Oasis steps from Mohegan Sun

4.94 out of 5 average rating, 145 reviews

The exterior of a multi-story house features a combination of stone and wood siding, with large windows that provide ample natural light. Balconies are present on each level, overlooking lush greenery. The design incorporates architectural details that highlight its modern coastal charm.

Apartment in Weekapaug

Beach Escape. Walk to Beautiful Beaches

Apartment in The Hamptons

The studio features a queen-sized bed adorned with a floral-patterned blanket. A comfortable sofa and armchair are positioned nearby, along with a small table. Natural light filters through a nearby door, illuminating the warm wood flooring.

4.83 out of 5 average rating, 195 reviews

Coastline View Studio