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Vacation rentals in Connecticut

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Vacation rentals for every style

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Popular amenities for Connecticut vacation rentals

Hot tub
Self check-in
Monthly stays
Waterfront
Pet friendly

Vacation rentals with hot tubs in Connecticut

Guest favorite
A wooden table set for dining overlooks a serene lake. Glassware and plates filled with food are arranged on the table, while white chairs offer seating. Lush greenery lines the shore, complementing the calm water and bright sky.
Cottage in Ledyard
4.89 out of 5 average rating, 209 reviews

Waterfront cottage overhanging the water!

Superhost
A stone patio surrounds a tranquil pool, where light blue lounge chairs are arranged under a white umbrella. In the background, a separate building is visible, surrounded by lush greenery and trees, creating a serene outdoor setting.
Villa in Morris
4.88 out of 5 average rating, 124 reviews

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

Guest favorite
A spacious pool area is framed by well-maintained greenery and flowering plants. Two large umbrellas provide shade over lounge chairs beside a sparkling pool, with expansive coastal views and a serene landscape of grasses and trees beyond.
Cottage in Guilford
4.95 out of 5 average rating, 182 reviews

Luxury cottage by the sea with hot tub and pool

Top guest favorite
Cottage in Burlington
4.98 out of 5 average rating, 120 reviews

Cozy Lakefront Cottage w/Swim Spa & Firepit

Top guest favorite
The outdoor saltwater pool is framed by lush greenery and well-maintained landscaping. Sun loungers are positioned along the poolside, inviting relaxation. The backdrop features a charming gray multi-story building, visible behind white railings adorned with vibrant flowers.
Condo in Norwich
4.98 out of 5 average rating, 111 reviews

CASiNO, Spa, Hot Tub, Pool, King bed, sauna

Guest favorite
A stone archway leads to a red barn-style house, framed by greenery and a variety of plants. The pathway is paved with stones, providing a natural ambiance. Small bistro tables and chairs are visible through the arch, creating a welcoming outdoor seating area.
Farm stay in Kent
4.87 out of 5 average rating, 323 reviews

(°) The Wandering Peacock (°)

Guest favorite
An outdoor fire pit is surrounded by several adirondack chairs on a grassy area. A stone wall frames the fire pit, with trees and a glimpse of a secondary building in the background. The scene reflects a serene natural setting.
Cottage in Bethlehem
4.98 out of 5 average rating, 109 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

Guest favorite
A private hot tub is situated beneath a covered patio, surrounded by blooming azaleas. The inclined garden path leads to a charming wooden house featuring a slate roof, with warm sunlight illuminating the scene. Outdoor seating is available nearby.
Home in Stratford
4.95 out of 5 average rating, 182 reviews

Cozy Colonial - Private Hot Tub & Entire House

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Home rentals with hot tubs in Connecticut

Superhost
Aerial view of a spacious home surrounded by lush greenery, showcasing a large pool with a deck. Solar panels are visible on the roof. The property is set in a serene wooded area, providing a sense of privacy and tranquility.
Home in Stonington
4.87 out of 5 average rating, 110 reviews

Homestead Near Mystic, Casinos & Beaches

Top guest favorite
A modern kitchen space features a large central island with seating for six. Sleek white cabinetry and stainless steel appliances complement the warm wood flooring. A cozy fireplace is situated in the corner, providing an inviting spot for relaxation.
Home in North Haven
5 out of 5 average rating, 146 reviews

Luxury Stay in Expansive Historical Home

Top guest favorite
A vibrant sunset reflects on calm waters, with shades of orange and purple illuminating the sky. Silhouettes of small boats are visible along the sandy shoreline, while gentle waves create a serene atmosphere. The scene offers a tranquil view of Long Island Sound at dusk.
Home in New Haven
4.95 out of 5 average rating, 115 reviews

Beach Haven - waterfront, near Yale, sunsets

Guest favorite
The exterior of a single-story home is presented, featuring a manicured lawn and a symmetrical facade. Solar panels are installed on the roof. Large windows are visible, providing natural light to the interior. A path leads to the front door, flanked by neatly trimmed shrubs.
Home in Montville
4.93 out of 5 average rating, 166 reviews

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos

Top guest favorite
Home in Stonington
4.97 out of 5 average rating, 114 reviews

Unobstructed Water Views & Huge Patio with Hot Tub

Top guest favorite
A vibrant sunset fills the sky with hues of pink, orange, and purple, reflecting on the tranquil water. Silhouettes of two birdhouses are visible on posts in the foreground, framed by lush vegetation along the shore.
Home in Milford
4.98 out of 5 average rating, 122 reviews

3 Bedroom Beach House with Hot Tub!

Superhost
A swim spa with dual zones is shown, featuring illuminated blue and red lights. The adjacent outdoor area includes a large screen displaying a sports event. Steam rises from the hot tub, creating a relaxing ambiance in the evening setting.
Home in Hamden
4.92 out of 5 average rating, 112 reviews

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Guest favorite
A vibrant backyard features a spacious pool with clear blue water, complemented by a wooden deck and a shaded seating area under an umbrella. The two-story house stands in the background, surrounded by greenery, creating a peaceful outdoor environment.
Home in Montville
4.95 out of 5 average rating, 154 reviews

Casino Stay & Play House

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Vacation rentals with pools in Connecticut

Guest favorite
A stone pathway leads to a sparkling pool surrounded by lush greenery. Flowering plants in pots frame the pool area, while lounge chairs and a shaded umbrella provide seating options. Tall trees offer privacy, creating a serene outdoor retreat.
Guesthouse in Southbury
4.93 out of 5 average rating, 330 reviews

Charming Guest Cottage with Modern Amenities

Top guest favorite
A swimming pool is set in a lush green yard, surrounded by trees and flowering plants. Comfortable lounge chairs are positioned nearby, while a large rock adds a natural element to the pool area. The property's main house stands in the background, completing the inviting scene.
Barn in Bethel
4.98 out of 5 average rating, 240 reviews

Escape to a Restored New England Antique Milk Barn

Guest favorite
An above-ground swimming pool is featured in a spacious outdoor area, surrounded by a wooden deck adorned with colorful lounge furniture. Lush greenery provides a tranquil backdrop, enhancing the peaceful rural setting. A paved patio offers additional outdoor space for relaxation.
Guest suite in Brooklyn
4.92 out of 5 average rating, 193 reviews

Affordable In-Law Apartment in Brooklyn, CT

Guest favorite
A clear blue pool is surrounded by a stone patio, featuring colorful floatation devices in the water. A diving board extends over the edge, while lounge seating and cabana beds are visible in the background. The pool area is enclosed by a white fence.
Apartment in Burlington
4.86 out of 5 average rating, 113 reviews

Charming apartment with breathtaking view!

Guest favorite
A spacious outdoor pool is surrounded by a stone patio, nestled within a serene environment of tall trees. The pool features a diving board and is complemented by nearby planters. A main house can be seen in the background, enhancing the tranquil setting.
Home in Stamford
4.96 out of 5 average rating, 252 reviews

Midcentury Modern ZenHouse Sculptor Studio

Top guest favorite
Condo in Norwich
4.98 out of 5 average rating, 191 reviews

Peaceful Oasis steps from Mohegan Sun

Guest favorite
Apartment in Brookfield
4.92 out of 5 average rating, 284 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Guest favorite
Home in Litchfield
4.93 out of 5 average rating, 191 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

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Your guide to Connecticut

Welcome to Connecticut

Connecticut is more than just New York’s quiet, pastoral neighbor. This small but mighty New England state packs in dozens of quaint towns, flashy promenades, and a heavy dose of pre-Revolutionary War history. Along its southern border, Connecticut is framed by the Long Island Sound, offering pristine sand dunes favored by sunbathers and beachcombers. The southwest pocket of the state is an easy portal to New York City and a convenient base for big-city shopping and dining. The state capital, New Haven, is a brainiac’s dream, home to Yale University, world-class art galleries, museums, and entertainment venues.

Small towns sprinkled throughout the state like Mystic, Wethersfield, and Bristol give travelers a peek into Connecticut's pioneering heritage. More than half of the state is covered by woodland, making it a natural paradise for outdoor activities. Whether you’re exploring the maple- and birch-filled forests of the Eastern Uplands, with their stellar hiking and mountain biking trails, or the rugged Taconic Mountain Range — home to Connecticut’s highest peak, Mount Frissell, and the state’s ski resorts — there’s no shortage of fun to be had in the Constitution State.

The best time to stay in a vacation rental in Connecticut

In autumn, the clear skies and brilliant foliage attract onlookers to Connecticut, making it one of the most popular times of year to visit. It’s not just the leaves that will catch your attention. Picking apples from the U-pick orchards, plucking oversized pumpkins from their patches, and getting lost in a corn maze are also popular autumn activities. Spring is great for hiking and biking through the blossoming daffodils and dogwood trees — take note of the many blossom festivals that spring up across the state. Summer means packed beaches and parks along the shoreline, but don’t overlook the many great rural campsites. Just know that the weather will be hot and humid. January is often the coldest month, when the state becomes a haven for skiing and tubing.

Top things to do in Connecticut

Mystic Seaport Museum

Connecticut might be a small state, but it has the largest maritime museum in the country. The Mystic Seaport Museum, in Mystic, is a recreated 19th-century seafaring village celebrating the lives and livelihoods of sailors. Exhibitions range from the craft of woodcarving to popular navigation techniques of the 1800s. Historic boats are available to ride with a captain, and some to pilot yourself, bringing the full experience together.

Gillette Castle State Park

Perched high above the Connecticut River in the city of East Haddam, Gillette Castle State Park offers mesmerizing geologic formations, hiking trails, and a Medieval-style castle. Smooth shale formations and jagged quartz and metamorphic outcroppings might be the first thing to catch your eye upon entering, but the storied stone-and-oak castle, designed by a famed actor and playwright, will warrant a closer look.

Elizabeth Park Rose Garden

Rose-studded archways, perennial-lined paths, and ivy-enshrouded gazebos wind through 100 acres in this formal garden in Hartford. A large hand-dug pond with a stone bridge is a picturesque setting for soaking it all in. The garden’s cafe serves gourmet hot dogs, ice cream, and other snacks during the summer season.

Destinations to explore