Vacation rentals with a fire pit in Madison

5 out of 5 average rating, 131 reviews

Home in Milford

Feb/Mar longer stays avail! Inquire! New Firepit!

*Feb and Mar available for longer stays!Inquire!* *Brand New Major Renovation in 2023* • Fully renovated, designer beach house • Steps away from quaint downtown •1 block from water •Walk to beach, restaurants, coffee, ice cream, deli & convenience store, liquor and more... • Luxe, white, 100% cotton sheets & fluffy duvets •FULLY FENCED backyard with outdoor seating, BBQ grill, & fire pit .Easy drive to Sacred Heart, Fairfield, & Yale .STEPS to Tyde wedding venue .Fiber internet for fast speed

4.99 out of 5 average rating, 511 reviews

A modern living space features a comfortable sofa, a circular coffee table, and a television unit. Large sliding glass doors create a seamless view of the outdoors, with natural greenery visible beyond the private deck. Soft natural light fills the room, enhancing its inviting ambiance.

Guesthouse in Guilford

Get Back to Nature at a Modern Wood Clad Getaway

WINTER IS HERE…Come and enjoy a wonderful cozy time in our guest house. The winter birds are easy to see and you can still hike along the ocean. Hawks, cardinals, blue jays, bluebirds, gold finches and more are here year round. Great places to shop and eat or catch a show at one of New Haven’s renowned museums or broadway theatres or relax. Great restaurants along the shore. Enjoy! We want you to have a relaxing stay with us, free from worry. We are located in a private area, away from public.

5 out of 5 average rating, 111 reviews

A welcoming entryway features a charming chandelier and a cozy bench with decorative pillows. The blue-painted walls are complemented by a soft, patterned rug and a window adorned with floral curtains, allowing natural light to brighten the space.

Cottage in Madison

Shabby Chic Retreat

Greenfield Cottage has been described by our guests as a cozy place with all the amenities for a comfortable stay. GC is located just minutes from town beaches, Hammonasset State Park as well as the village center. Madison and nearby towns of Essex and Chester offer a variety of casual and fine dining plus many boutiques. At GC you can enjoy al fresco dining on the back deck where there is a grill and fire pit. GC IS AVAILABLE AS AN ACADEMIC RENTAL FROM OCT 6 2025 - May 31 2026 -- $3200/MO*

4.92 out of 5 average rating, 171 reviews

A charming stone exterior is visible, featuring a private entrance with a sliding glass door. The path is made of stone, surrounded by a well-maintained lawn. In the background, sitting areas and greenery are discernible, enhancing a serene outdoor experience.

Home in Clinton

Amazing 2BR Riverfront Gem

Unwind at this happy getaway with an amazing river view, peaceful neighborhood, and in the heart of fall foliage and holiday scenes. The well-equipped kitchen overlooking the river is a pleasure for any cook. You will love to see our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to beaches, groceries, coffee shops, hiking trails and amazing CT scenery at every turn! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants, and lots more.

4.96 out of 5 average rating, 117 reviews

A spacious living area features a large, comfortable sofa facing a stone fireplace with a modern television mounted above it. A skylight allows natural light to brighten the room, and an open kitchen is visible in the background with sleek cabinetry and barstool seating.

Guesthouse in Guilford

Guilford Lakes Cottage, with hot tub and fire pit.

Kick back and relax in this calm, stylish home, yards from private lakes for kayaking, swimming, fishing or skating in season. For the adventurer, enjoy year round access to extensive forest trail systems for hiking, mountain biking, cross country skiing, and snowshoeing, only a 2 minute walk from our door. Nicknamed " Guilford's Little Augusta," the 9 hole, par 27 executive Guilford Lakes Golf Course is only 1/4 mile away. Five miles south lies one of the 5 most beautiful town greens.

4.97 out of 5 average rating, 296 reviews

The front exterior of the cottage is shown, featuring a stone pathway leading to the entrance. An orange front door is framed by white railings. Surrounding greenery and seasonal decor complement the inviting atmosphere of the landscaped yard.

Cottage in Chester

Updated cottage "Beriozka" on Cedar Lake

Originally from Russia (hence the name “Beriozka” meaning Birch Tree) I live in Stamford CT. About 7-8 years ago I’ve discovered Chester/ Essex area and fell in love. I’ve been coming here during summer to enjoy river rides, during winter just to see snow on the ground of old towns and needless to say during fall – when all the beauty of nature unfolds. Then came an idea to have an own place here and when an opportunity came to buy this small cottage on Cedar Lake I’ve jumped on it.

4.99 out of 5 average rating, 107 reviews

An aerial view captures a cozy cottage surrounded by lush greenery, featuring large windows that glow warmly in the evening light. A stone patio is visible, with outdoor seating and a fire pit. Nearby, a well-maintained lawn and a parking area with vehicles can be seen.

Cottage in Guilford

Waterfront Joshua Cove Cottage with private beach.

Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

4.98 out of 5 average rating, 108 reviews

The bungalow features a welcoming exterior with a heart-shaped decorative piece above the door. A cozy seating area with plush cushions is presented on the wooden deck, accompanied by two beach chairs, inviting relaxation outdoors. The sky above is bright and partly cloudy.

Tiny home in Guilford

Seagrass Bungalow

🌾Seagrass Bungalow is a sun filled, romantic, peaceful, back to nature, mini-home, that is exactly where you are meant to be! Private & surrounded by seagrass blowing in the breeze & cheerful birds waking you with the sunrise. Seagrass Bungalow is the perfect getaway for two & their small pup. Do yoga on the private deck, shower outdoors in the sunlight, grill local corn, have a cocktail by the firepit, or get out & walk to the cutest town green, shops, restaurants, & beach! ☀️

4.99 out of 5 average rating, 143 reviews

An open-concept living space features light-colored wood flooring and a cozy seating area with a white couch and wooden coffee table. A small dining table is positioned nearby, while a stylish staircase leads to an upper level. A television is mounted on the wall, adding to the modern atmosphere.

Home in Haddam

Cozy Comforts!

Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t want to miss this one!

4.98 out of 5 average rating, 131 reviews

A cozy living room features a spacious blue couch adorned with yellow accent pillows. A wooden coffee table is positioned in front, with colorful artwork hanging on the walls. A large flatscreen TV is mounted for entertainment, enhancing the comfort of the space.

Apartment in Westville

Retreat in New Haven by Stephanie and Damian

Welcome to your retreat in the heart of Westville. This apartment features a spa-like bathroom and a cozy living room with a super-comfy couch and large flatscreen TV. Relax in this centrally located oasis near Yale’s football stadium, Westville Bowl, local art studios, coffee shops, and top restaurants just steps away. Perfect for extended stays, traveling professionals, visiting faculty, or anyone seeking a convenient home base this winter. Discounts for stays of 30+ days.

4.95 out of 5 average rating, 145 reviews

Tiny home in East Lyme

Lakefront Retreat Tiny House

Discover a tranquil lakeside escape in our cozy tiny house, nestled within a boutique RV Park in East Lyme, CT, just 15 minutes from Mystic. Perfect for couples seeking a romantic getaway or individuals looking for a serene retreat. Compact in size but loaded with all the comforts you need: a comfy queen bed, smart TV and fast WiFi, a fully-equipped kitchen, a bathroom with full sized shower and flushing toilet, inviting decor and an unbeatable lake view!

4.78 out of 5 average rating, 106 reviews

A charming home exterior is lined with vibrant green ivy, surrounded by a lush garden area. A gravel pathway leads to the entrance, and cozy seating arrangements are visible in front of the house. Large windows allow natural light to fill the interior.

Cottage in Old Saybrook

Storybook 2 Bedroom Cottage

Enjoy a relaxing stay at this charming storybook home which has just been refreshed professionally and redesigned with unique and gorgeous antique furnishings and decor. Built in 1895, the home was re-envisioned by designer Charles Spada in the 90’s. A lovely private back yard with beautiful stone work and plantings. The proximity to shopping, galleries, restaurants and Old Saybrook, Town Beach and Katherine Hepburn theater makes this location ideal.

Popular amenities for Madison fire pit rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fire pit

4.83 out of 5 average rating, 112 reviews

A spacious outdoor deck area is visible, leading to a sandy beach. The house features large windows on the upper level, allowing natural light to fill the interior. Surrounding buildings include a mix of colors and styles, contributing to the residential atmosphere.

Home in Milford

Beachfront house on Long Island Sound

4.86 out of 5 average rating, 111 reviews

The living room features a modern design with a curved green and orange sofa surrounding a light wood coffee table. A striking black fireplace provides a focal point against a light wall. A statue and decorative elements contribute to the welcoming ambience.

Home in West Haven

Westshore Luxury

4.97 out of 5 average rating, 102 reviews

An inviting living area features a blue sectional couch paired with a round white coffee table centered on a natural fiber rug. A dining table and chairs are present in the corner, while the bright kitchen is visible in the background, reflecting a clean and airy design.

Home in East Lyme

Adorable Beach Cottage - Private Beach Association

5 out of 5 average rating, 155 reviews

The view from the deck overlooks Coventry Lake, featuring a sandy beach and dock. Two lounge chairs are positioned on the grassy area, with water toys such as a canoe and stand-up paddleboard visible nearby. The sky is partly cloudy, enhancing the serene lakeside setting.

Home in Coventry Lake

Waterfront 10 min to Uconn - fire pit outdoor tv

4.98 out of 5 average rating, 118 reviews

A two-story, brown wooden house is situated near the water, featuring multiple balconies and large windows. A wooden staircase leads down to the stone-studded shoreline. Lush greenery surrounds the property, with a hammock visible among the trees and a dock extending into the lake.

Home in Lake Pocotopaug

Classic Lake House~4 Steps to water_FirePit_kayaks

5 out of 5 average rating, 43 reviews

Home in Madison

Stylish Modern Home, 4-Bedroom, Madison CT

4.87 out of 5 average rating, 117 reviews

A bright living area features large windows that offer views of the nearby pond. Comfortable seating includes a white sofa, patterned chairs, and a coffee table, all arranged on a natural fiber rug. Light from the windows enhances the serene atmosphere.

Home in The Hamptons

Sag Harbor, Designer w large Pool (3 bed/2.5 bath)

4.92 out of 5 average rating, 112 reviews

A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.

Home in North Fork

Modern farmhouse w/ pool, beach, horses and winery

Apartment rentals with a fire pit

4.98 out of 5 average rating, 108 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.

Apartment in Norwich

studio apartment water forest retreat

4.95 out of 5 average rating, 193 reviews

A spacious studio layout includes a cozy queen bed adorned with a geometric quilt. Nearby, a comfortable seating area features a patterned sofa and a green chair. Natural light flows through large windows adorned with bamboo shades, illuminating the warm wood floor.

Apartment in Milford

The Boathouse, private downtown Harborside suite

4.99 out of 5 average rating, 108 reviews

A cozy outdoor fire pit area features four Adirondack chairs gathered around a warm fire. Soft lighting from string lights above enhances the tranquil setting, with natural greenery surrounding the space. Guests are seen enjoying conversation, adding to the inviting atmosphere.

Apartment in Chester

The Millhouse Downtown Chester

4.93 out of 5 average rating, 279 reviews

A well-maintained front yard is seen, featuring a manicured lawn and flower beds. Brick planters with blooming flowers add color. The residence showcases a brick facade with a chimney and is surrounded by greenery, providing a serene and inviting appearance.

Apartment in Waterbury

Private 1 bedroom apartment in central Connecticut

4.94 out of 5 average rating, 497 reviews

A wooden porch is visible, featuring two black chairs and an orange table. Potted flowers add color on either side, with a stone pathway leading into the surrounding greenery. The gray siding of the building complements the outdoor seating area.

Apartment in Redding

Huckleberry Quarters, the Cozy Redding Retreat.

4.98 out of 5 average rating, 135 reviews

Apartment in Milford

The Pond Mill Retreat w/ 2 Bdrms & Pool

Apartment in West Hartford

A spacious living area features a large L-shaped sectional sofa adorned with a cozy blanket. A wooden coffee table sits in front on a patterned area rug. Two windows allow natural light to fill the room, and a decorative mirror is mounted on the wall.

4.86 out of 5 average rating, 132 reviews

West Hartford Center Apartment

Apartment in The Hamptons

A serene waterfront scene features a white wooden dock extending towards a calm body of water, reflecting vivid shades of orange, purple, and pink in the sky at sunset. Gentle ripples add texture to the water's surface, framed by distant trees and buildings.

4.79 out of 5 average rating, 216 reviews

Fo'c'sle on Fort Pond in Montauk, New York

Cabin rentals with a fire pit

4.97 out of 5 average rating, 30 reviews

A serene river scene showcases calm waters reflecting tree silhouettes against a colorful sky at sunset. Grasses and shrubs frame the riverbank, while the gentle flow of water creates a peaceful atmosphere. The image captures the essence of nature's tranquility.

Cabin in Madison

Modern Hammonassett River Retreat

4.89 out of 5 average rating, 130 reviews

The Solar Cabin is nestled among lush greenery, featuring a rustic wooden exterior with a metal roof. Large windows allow natural light to fill the space, while a stone pathway leads to the entrance. Surrounding foliage enhances the cabin's secluded ambience.

Cabin in Newtown

Sticks and Stones Farm - The Solar Cabin

4.94 out of 5 average rating, 132 reviews

A cozy living area features a comfortable leather recliner illuminated by natural light. A stone fireplace serves as a focal point, surrounded by wooden accents. The room is decorated with warm textures, including a plush rug and natural wood beams above.

Cabin in Old Lyme

Early 1900s Log Cabin at Rogers Lake - Suite Style

4.98 out of 5 average rating, 54 reviews

The inviting living area features a modern wood-burning fireplace, surrounded by two stylish sofas and a glass coffee table. Large windows offer a view of the lush green forest, inviting natural light and a sense of connection with the outdoors.

Cabin in Easton

Scandinavian designer 2 bed cabin in the woods

4.89 out of 5 average rating, 546 reviews

Cabin in Rocky Point

Great little place just for a couple

4.93 out of 5 average rating, 181 reviews

The rustic log cabin features a welcoming porch with a wooden railing and decorative fairy lights. Stone steps lead to the entrance, framed by vibrant floral landscaping. The structure is nestled in a lush green setting with large trees providing shade and privacy.

Cabin in Preston

Foxwoods 5 Min Away with Pond & Privacy

4.88 out of 5 average rating, 163 reviews

The living room features a cozy arrangement of green couches around a coffee table. A stone fireplace serves as the focal point, surrounded by wooden paneling. Bright sunlight enters through large windows, illuminating the space and highlighting nearby decor.

Cabin in Coventry Lake

Lakefront - King - W&D - Fire Pit - Kayaks - Stand Up Paddleboards