Family-friendly holiday rentals in Preston

4.93 out of 5 average rating, 137 reviews

A cozy sleeping area features a spacious bed with plaid bedding and decorative pillows. A wicker chair sits beside the bed, and soft lighting is provided by two bedside lamps. A sliding door opens to a private outdoor space, adorned with patio furniture.

Cottage in Ledyard

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Unwind at this peaceful, private Cottage with a fenced garden courtyard. Enjoy onsite hiking trails, EV chargers, an outdoor lounge, hammocks, firepit, lawn games, and a gas grill. Your stay includes organic breakfasts and eco-friendly amenities. Just 6 miles from Mystic, the Cottage is your dream escape. Book your stay now and create lasting memories with your pet! ❤️The Cottage books fast for weekends, holidays, & all of summer and fall. We recommend booking soon to guarantee your getaway.❤️

Indoor spacesFamilyAccuracy

Guesthouse 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, 246 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.

Indoor spacesFamilyComfort

4.99 out of 5 average rating, 102 reviews

The entrance to the cabin features a wooden porch leading to a dark door. Large trees frame the view, and the tranquil lake is visible in the background, reflecting a clear sky. Steps made of planks connect the porch to the sandy ground.

Tiny home in Voluntown

"Amanita" Tiny Cabin on Beach Pond Shore w/Sauna

Reconnect with nature at this unforgettable escape with amazing lake views. Welcome to our newest addition! "Amanita" takes tiny and cute to a whole new level. At just 8' x 12' this tiny space has everything you need for a relaxing lakefront getaway. Wake up to stunning views of crystal clear Beach Pond just steps from the cabin. Take an early morning swim or paddle in one of our kayaks. Then sooth sore muscles in our wood-fired traditional Finnish Sauna. Then enjoy an evening lakeside campfire.

FamilyIndoor spacesHiking

4.95 out of 5 average rating, 786 reviews

A serene view of the Poquetanuck Bay is captured at dawn, showcasing a calm water surface reflecting pastel hues of pink and purple. Surrounding trees frame the scene, while homes on the opposite shore are silhouetted against the soft morning light.

Home in Preston

Entire House Magical Waterfront Getaway

4 MINUTES TO MOHEGAN SUN! Yet quiet and secluded! Waterfront home! Come relax in this 3 bedrooms 2 baths well appointed home with breathtaking view of the Poquetanuck Bay! Enjoying the absolutely gorgeous view from the balcony or porch! Or simply relax, sit around, enjoy each other’s company! Smart TV grants you easy access to thousands of streaming apps! 25 minutes to Ocean Beach, Mystic seaport, Mystic aquariums, Submarine and Library Museum in Groton! 15 minutes away from Foxwood casino!

FamilyKitchenQuiet

A comfortable living area features a gray sectional sofa with a chaise lounge, positioned across from a minimalist entertainment unit. Natural light filters through sliding glass doors that lead to a patio. A dining area is visible in the background, accompanied by bar stools.

4.98 out of 5 average rating, 360 reviews

Top Rated Villa located near Mohegan Sun & Mystic

Located on the Norwich Inn and Spa property, this Villa is a true one bedroom unit with access to two clubhouses (9am-10pm) which include a sauna, gym, hot tub, and saltwater pool access (seasonal). It is also located a few miles away from both Mohegan Sun Casino and Foxwoods Resort and Casino with many amazing restaurants to chose from in the area. If you are a fan of golf, we are located right on the back 9 of the Norwich Golf course! Lake of Isles golf course is also about 15 minutes away.

FamilyKitchenLong stay

4.99 out of 5 average rating, 961 reviews

The exterior view features a small wooden cabin surrounded by vibrant green trees. A stone path leads to a seating area, comprising four metal chairs and a table. Inside, the cozy octagonal space is lit by natural light filtering through several windows, showcasing a full-sized bed adorned with a colorful patterned quilt.

Tiny home in Norwich

Water Forest Retreat -Octagon

Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

Indoor spacesKitchenHiking

4.89 out of 5 average rating, 235 reviews

Villa in Norwich

Romantic Spa Retreat minutes to Mohegan Sun Casino

SAFE-EASY ACCESS-OPEN-BRIGHT-JACUZZI-WOOD BURNING FIREPLACE Tranquil sounds of water from the properties main water feature can be heard from inside! This honeymoon suite is perfect for 2 or small family looking to experience the excitement of the casino, while also getting away from it all! Enjoy saltwater pools(seasonal), jacuzzi, cardio room and sauna. Beautiful shared grounds w/ The Spa at Norwich Inn and Norwich Golf Course. Laundry facility onsite. Plenty of free parking!

FamilyKitchenDecor

4.92 out of 5 average rating, 158 reviews

A spacious living room features a large sectional sofa adorned with bright yellow pillows. Natural light filters through multiple windows dressed with long dark curtains, illuminating a decorative area rug. A slim side table and floor lamp complement the room's design.

Guest suite in Norwich

Downtown artistic home in a historic district

This stylish place to stay is perfect for small groups. A nice comfortable space less than 3 miles from Mohegan sun casino and less than 8 miles from Foxwoods. This is a 2 family home. My family and I live on the 2nd flr. Guests have the 1st flr unit completely to themselves. Parking is never an issue, as the spots in front of the house are almost always available. Everything you need to accommodate a long stay This home is for the enjoyment of the guests. Absolutely no parties allowed

KitchenIndoor spacesCleanliness

5 out of 5 average rating, 218 reviews

An open-concept living space is illuminated by natural light, featuring a modern kitchen with a large marble island and bar seating. A cozy seating area is positioned nearby, with a view of a decorative sign reading 'Relax.' A spiral staircase leads to the upper loft.

Home in Preston

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan

Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

KitchenFamilyDecor

4.89 out of 5 average rating, 257 reviews

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

Waterfront cottage overhanging the water!

Come relax at this cute and cozy cottage overhanging a large and beautiful lake! Whether it's a family trip, a couple's getaway, or a best friends reunion, this place has something for everyone. From relaxing on the deck with a beautiful view, to kayaking and canoeing, or swimming in the summer, there is much fun and peaceful relaxation to do at the cottage. Also, it's just a 10 minute drive to Mystic, wineries, orchards, the shoreline, restaurants, and 5 minutes to Foxwoods casino.

KitchenFamilyHospitality

4.97 out of 5 average rating, 202 reviews

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

Casino Stay & Play House w/Hot Tub, Game Room

Come have an unforgettable vacation at our fun-packed home! The house is loaded with of games and conveniently located close to Mohegan Sun, Foxwoods, Mystic, Vineyards, Navel Submarine Base, Ct College and several beaches. Enjoy our game room where you can sing karaoke, play over 3,000 classic games and draw on our giant chalk board wall. Outside enjoy swimming in your own private pool, take dip in the hot tub, play a game of corn hole and watch tv by the fire pit on the deck

Indoor spacesKitchenCheck-in

5 out of 5 average rating, 108 reviews

The exterior of the cottage is characterized by a charming stone chimney and a vibrant green door. The white siding contrasts with lush greenery, while a small seating area features two colorful chairs on the well-maintained lawn. A stone pathway leads toward the entrance.

Cottage in East Haddam

Historic Hearthstone Cottage

Built in 1800 and thoughtfully renovated in 2024, this two-story guest cottage can be the retreat of your dreams. Surrounded by thousands of acres of nature preserve, short walks to scenic vistas, a raging waterfall and countless hiking trails, few places are as peaceful as Hearthstone. Whether you’re looking for a private oasis or romantic getaway, are a parent sharing the beauty of nature, or an artist looking for inspiration, this historic cottage is for you.

KitchenIndoor spacesAccess

Popular amenities for Preston family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A living area features three comfortable chairs with floral upholstery, arranged around a wooden coffee table. Natural light fills the space through multiple windows. A cozy area rug covers the floor, and a decorative gold side table adds an elegant touch.

4.83 out of 5 average rating, 157 reviews

Villa Flora @ Norwich Inn & Spa

Indoor spacesFamilyLaundry

4.96 out of 5 average rating, 240 reviews

Guest suite in Mansfield

Cozy private apt 8 mins from UCONN - solar powered

Indoor spacesKitchenWi-Fi

4.91 out of 5 average rating, 128 reviews

A private outdoor area features a spacious swimming pool with a connected spa, surrounded by greenery. Two decorative lion statues flank the pool entrance. Lounge chairs and a gazebo provide additional relaxation options under a sunny sky dotted with clouds.

Home in Columbia

Breathtaking home with unforgettable views & pool!

KitchenIndoor spacesBackyard

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.

4.97 out of 5 average rating, 199 reviews

The Vacay Villa

FamilyKitchenCleanliness

4.98 out of 5 average rating, 251 reviews

Peaceful Oasis steps from Mohegan Sun

KitchenIndoor spacesHeating

Guest suite in Stonington

4.98 out of 5 average rating, 391 reviews

Morgan Suite - spacious | hot tub | water views!

Indoor spacesFamilyBathroom

4.91 out of 5 average rating, 253 reviews

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

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

FamilyKitchenPool

4.98 out of 5 average rating, 165 reviews

A comfortable living area features a gray couch and two white accent chairs surrounding a white coffee table. A fireplace with a mirror above it serves as a focal point, while natural light pours in from two windows on opposite walls.

Villa in Norwich

Norwich Spa Villa, 2 floors Mohegan Sun 5 min away

KitchenIndoor spacesHiking

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 167 reviews

A stone staircase descends towards a serene pond, bordered by lush greenery and vibrant hydrangeas in bloom. The calm water reflects the surrounding trees, creating a peaceful natural setting.

Guest suite in Westerly

Room with a View on Spring Pond

Indoor spacesKitchenWalkability

4.96 out of 5 average rating, 360 reviews

Cottage in Groton

Historic Waterfront School House

Indoor spacesFamilyAccuracy

4.95 out of 5 average rating, 367 reviews

Bungalow in Old Lyme

Pet Friendly Bungalow!!!

FamilyKitchenQuiet

4.99 out of 5 average rating, 259 reviews

Guesthouse in Stonington

"4th of July Cottage" Open: Fire Pit + King Bed

KitchenFamilyValue

4.91 out of 5 average rating, 195 reviews

A raised ranch house is seen surrounded by vibrant red roses. The home features a well-maintained façade with double garage doors and a welcoming front entrance, leading to the lush greenery of a peaceful neighborhood.

Home in Montville

Mohegan Sun & Foxwoods nearby.

Indoor spacesKitchenTV

4.99 out of 5 average rating, 116 reviews

A bright living area features comfortable seating, including a blue sofa and an armchair. A decorative stone fireplace is set against the wall. Natural light enters through a large window, illuminating the space, which is complemented by a coffee table and a wall-mounted television.

Home in Mystic

The Magnolia House, a Magical Vacation Rental in Mystic CT

FamilyKitchenCleanliness

4.97 out of 5 average rating, 326 reviews

The living area features a vaulted ceiling with bright natural light streaming through large windows. A cozy seating arrangement includes a light grey couch and a comfortable chair. A stylized coffee table sits in the center, with a dining table set for two nearby.

Cottage in East Lyme

Your Nest Near The Beach

KitchenFamilyParks

4.8 out of 5 average rating, 455 reviews

A spacious deck is shown, offering a clear view of the Thames River and surrounding waterfront. Two light-colored lounge chairs are positioned on the deck. A series of docks and distant boats are visible on the water, with a backdrop of a partly cloudy sky.

Apartment in New London

Large Waterfront Luxury Apartment

KitchenFamilyAccess

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 53 reviews

Spa Dreams

Indoor spacesKitchenAccess

4.87 out of 5 average rating, 139 reviews

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

Homestead Near Mystic, Casinos & Beaches

FamilyIndoor spacesTV

4.92 out of 5 average rating, 213 reviews

The exterior of a Cape Cod style beach house is captured at sunset, showcasing a spacious upper balcony with an umbrella and illuminated railings. The warm hues of the sky enhance the inviting atmosphere of the home, while surrounding trees add to the serene setting.

Home in New London

Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen

FamilyKitchenWalkability

4.91 out of 5 average rating, 204 reviews

Poolside Jackpot: Studio Condo near Casino

Indoor spacesKitchenHot tub

4.94 out of 5 average rating, 235 reviews

A modern kitchen features white cabinetry and granite countertops, equipped with a refrigerator, microwave, and stove. A small dining table is set with white chairs, and a potted plant adds a fresh touch. Natural light enters through a nearby window.

Guest suite in Brooklyn

Affordable In-Law Apartment in Brooklyn, CT

Indoor spacesKitchenBreakfast

4.99 out of 5 average rating, 144 reviews

Home in Stonington

FREE Private Indoor Heated Pool - Mystic Home

KitchenIndoor spacesHiking

4.97 out of 5 average rating, 259 reviews

An aerial view showcases a traditional New England-style home with a distinct green roof. A private pool with steps is situated on a spacious deck, surrounded by lounge chairs and tropical plants. Scenic outdoor areas for relaxation and recreation are visible on the property.

Home in Stonington

Perfect New England Getaway has a pool/ hot tub

KitchenIndoor spacesWalkability

A cozy living area features a spacious sectional sofa, accompanied by a coffee table and a wood-burning fireplace. Natural light enters through glass doors that lead to the outdoor space. A desk is provided for remote work, and decorative plants enhance the ambiance.