Family-friendly vacation rentals in Preston

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, 253 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.

FamilyKitchenBreakfast

4.95 out of 5 average rating, 796 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!

KitchenFamilyWifi

4.89 out of 5 average rating, 142 reviews

A serene view of the home surrounded by lush greenery and blooming trees, reflected in the calm waters of the nearby pond. The property is framed by tall trees, creating a peaceful atmosphere in the rural setting.

Home in Hopkinton

Estate with lake near beaches & Westerly

Let this be your home away from home. Large, open, & upscale, with a cozy mix of comfort & nostalgia. Enjoy time with family & friends in our spacious, welcoming home on 40 acres, surrounded by fields, orchards, woods, stone walls, & lake with canoe, kayaks & paddle boards. Great for family vacations, reunions, retreats, & celebrations. Weddings welcome - contact owner for details. Pet friendly. Close to beaches, Watch Hill, Foxwoods. 5 min to I-95. 35 min to Providence airport. 4 night min.

Indoor spacesKitchenLaundry

The large two-tiered deck is illuminated with soft lighting, creating a cozy atmosphere. A staircase leads to the upper level, where seating and decor are visible. An above-ground pool is situated beside the deck, surrounded by greenery and evening skies.

4.92 out of 5 average rating, 333 reviews

Casino Wine Down House w/Pool, Game Room, Big Deck

Stay at the end of a quiet, cozy, cul-de-sac while minutes from local attractions. Our house is conveniently located near casinos, Mystic, vineyards, Nature's Art Village, Naval Submarine Base, CT College, USCG Academy and several beaches. Enjoy the fire pit on our large deck under the gazebo year round. In the summer cool off in the pool. In the winter relax and enjoy some cozy time under the stars in the heated igloo. Lot of fun and games! Dogs are family and always welcome at no charge.

Indoor spacesKitchenQuiet

A bright blue kayak is positioned at the edge of a calm cove, with tranquil water reflecting soft pastel hues of twilight. Lush greenery lines the shore, and a wooded landscape extends into the distance, creating a serene setting for kayaking.

4.88 out of 5 average rating, 112 reviews

Cozy Cape on the Cove

Our two-bedroom cape on the tidal cove is a paradise for any birdwatcher, fisherman, or kayak enthusiast. It’s not for swimming though. We are located near any destination you may want (i.e. casinos), yet far enough off the beaten path to enjoy some peace & quiet. Listen to the birds and crickets by the firepit or take out our rentable kayaks for a morning paddle. Dogs welcome too! Pet fee is $50 per stay. Maximum 2 dogs. Maximum of 3 guests. Any unauthorized guest will be charged at $50/each.

FamilyIndoor spacesBathroom

4.96 out of 5 average rating, 105 reviews

A renovated split-level home is presented, featuring a light grey exterior with white trim. The front porch is adorned with railings, and a blue door provides an inviting entrance. A clean driveway leads to a garage, with greenery surrounding the property.

Home in Groton

Cozy Mystic Retreat - Near Farms & Downtown Mystic

Enjoy a true Mystic retreat! This 1960's split level home has been renovated with comfort in mind. Located only 3.4 miles, just over 5 minutes from Downtown Mystic. It's close to the action, yet has over half an acre of woods and privacy to recharge. A perfect blend of both worlds! This home is located across the street from our family's Christmas Tree Farm. Whittle's Farm is walking distance, where you'll find fresh produce in summer months, and pick your own apples and pumpkins in the fall.

FamilyKitchenPets

4.95 out of 5 average rating, 751 reviews

A camp cottage exterior is shown, featuring a wooden facade with a red trim. Two rocking chairs are situated on the porch, inviting relaxation. Multiple windows allow natural light to enter, and a pathway leads to the entrance among the surrounding trees.

Cabin in Voluntown

Ellis -Lakeside Cabin on Beach Pond with Sauna

Year round quintessential lakeside vacation! Ellis is a fully heated/winterized camp cottage just steps from beautiful Beach Pond. It has two bedrooms and sleeps 5. The detached bunkhouse has 3 single beds and is available for larger groups (summer only) Very peaceful lakeside location just 238 feet from Beach Pond. Walking distance to trails. Visit our 6 horses. Not a secluded space so make sure to look at the photos to see the layout of other nearby buildings. Please read all the details!

KitchenIndoor spacesHospitality

4.99 out of 5 average rating, 203 reviews

An open great room features a large sectional couch facing a wall-mounted TV. A dining table with four wooden chairs is visible, while additional seating is arranged nearby. Natural light streams in through multiple windows with plantation shutters, highlighting the clean, minimalist design.

Home in Mystic

Steps from downtown & Seaport

Stay in downtown Mystic, footsteps from all the restaurants, shops & sights! Leave the cars behind in our 3 car driveway. Relax in the open great room 1st floor with a large couch, 65” HD Smart TV! Full kitchen and dining area seating. Laundry on 1st with 1/2 bath and full sleeper sofa. 2nd FL has 1800's charm with cathedral ceilings, 2 Queen bedrooms, and bath w/shower - Linens provided. Step outside to a private fenced in yard w/BBQ grill, w/ outdoor seating and dining or play cornhole

KitchenFamilyTV

5.0 out of 5 average rating, 222 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.

KitchenIndoor spacesGrill

4.9 out of 5 average rating, 259 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.

KitchenIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 102 reviews

An open living space showcases a blue sectional sofa facing large glass doors offering views of the lake. A high-top kitchen island with sleek marble countertops is visible, along with bar stools. Natural light fills the area, enhancing the welcoming ambiance.

Home in Preston

Lake House w/Game Rm 5 Min From Foxwoods & Mohegan

Relax and enjoy the breathtaking views of this new contemporary lakefront home. Kayaks & paddleboards await you, 5 min from Foxwoods, 10 min from Mohegan Sun with multiple-choices of hiking, boating, shopping and dining. Stunning cathedral, ceilings, fully equipped kitchen, with granite countertops, tiled showers with full amenities and a game room/theater. You cannot get any closer to the water. This two bedroom 2 1/2 bath sleeps eight, 2200 square-foot house completed in 2024.

FamilyKitchenLocation

The game room features a spacious layout, adorned with colorful illuminated patterns on the walls. A foosball table and air hockey table are prominently placed, while a sleek couch provides additional seating. Large windows allow natural light to enhance the vibrant atmosphere.

4.96 out of 5 average rating, 131 reviews

Game Room~Yard Games~Fireplace~Grill~Casino's

Gamblers Getaway is just minutes away from Mohegan Sun, Foxwoods, Mystic, Naval Submarine Base, USGC College, CT College, and numerous beaches. The home features 2,300 sqft and can accomodate 14 guests! We have all you need for an unforgettable stay! - Skeeball - Foosball - Air hockey - NFL Blitz - Packman - Darts - Giant Jenga - Fire pit - Corn hole - Ladder Ball - Smart TV - Ultra comfy beds - BBQ - Kid friendly - Super fast WiFi - Stocked kitchen - Board games

Indoor spacesFamilyOutdoor spaces

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 serene bedroom features a spacious bed adorned with white bedding and decorative pillows. Nightstands with lamps flank the bed, and a cozy couch with patterned cushions offers additional seating. Natural light filters through sheer curtains, enhancing the calming environment.

4.92 out of 5 average rating, 259 reviews

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

FamilyKitchenSleep quality

4.92 out of 5 average rating, 134 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!

FamilyKitchenDecor

4.97 out of 5 average rating, 263 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 spacesBackyard

Superhost

A light and airy living area features a spacious, cream-colored sofa adorned with soft pink and patterned cushions. Natural light filters through sheer curtains on the glass doors, while a potted palm provides a touch of greenery. A textured rug adds warmth and comfort to the space.

4.93 out of 5 average rating, 183 reviews

Near Casino-Heated Pool/Jacuzzi/Sauna- Onsite Spa

Indoor spacesKitchenSleep quality

4.98 out of 5 average rating, 252 reviews

Peaceful Oasis steps from Mohegan Sun

KitchenIndoor spacesBackyard

4.89 out of 5 average rating, 112 reviews

Home in Westerly

Heated Swim Spa • Pool Table • Walk Downtown

KitchenIndoor spacesSleep quality

4.97 out of 5 average rating, 158 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

Indoor spacesFamilyParking

4.95 out of 5 average rating, 243 reviews

Guest suite in Mansfield

Cozy private apt 8 mins from UCONN - solar powered

FamilyKitchenHot tub

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 139 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

FamilyIndoor spacesCheck-in

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.

4.92 out of 5 average rating, 204 reviews

Mohegan Sun & Foxwoods nearby.

FamilyKitchenNearby

4.99 out of 5 average rating, 100 reviews

Cabin in Mystic

Mystic Log Cabin | Movie Room + Air Hockey

FamilyKitchenQuiet

4.96 out of 5 average rating, 301 reviews

The exterior of the cottage is visible, showcasing a light grey facade with white trim. A paved driveway accommodates a parked car. A large tree provides shade, and an American flag hangs near the entrance. A spacious lawn is present, bordered by a fence.

Cottage in Groton

EASY BEAT

Indoor spacesKitchenHospitality

4.98 out of 5 average rating, 246 reviews

Home in Groton

Coastal Victorian Home, Walk to Downtown

FamilyKitchenSleep quality

4.99 out of 5 average rating, 725 reviews

A cozy tree house is positioned on stilts amidst a forest setting. Wooden steps lead to the deck, surrounded by trees. Gravel covers the ground, with several outdoor chairs and tables arranged nearby, offering a serene spot to enjoy the natural surroundings.

Treehouse in Norwich

Water Forest Retreat- Tree House

FamilyKitchenGrill

4.95 out of 5 average rating, 174 reviews

A cozy living area is furnished with a sectional sofa, accent chairs, and a small coffee table. A colorful area rug enhances the space, while natural light enters through large windows. A dining table is also visible, creating a functional area for gatherings.

Home in Stonington

Bright and Cheerful Two Bedroom Home in Mystic

Indoor spacesFamilyBathroom

4.91 out of 5 average rating, 285 reviews

A charming blue cottage is framed by lush greenery, with a stone pathway leading to a welcoming front door. The porch features red chairs, inviting relaxation. The yard is expansive, dotted with various plants and trees under a clear blue sky.

Cottage in Mystic

Cottage in downtown Mystic

KitchenIndoor spacesPets

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 241 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

KitchenIndoor spacesBackyard

4.91 out of 5 average rating, 154 reviews

A two-story house is framed by lush greenery and vibrant flowering shrubs. The exterior showcases a combination of brick and wood, with multiple windows allowing natural light to fill the interior. A clear blue sky with scattered clouds completes the picturesque setting.

Home in Exeter

Nature's Nook

KitchenIndoor spacesTV

4.96 out of 5 average rating, 161 reviews

A cozy bedroom features a dark upholstered headboard with an arrangement of plush pillows. Soft lighting is provided by a bedside lamp, creating a serene ambiance. Above the bed, three art pieces depict a sun motif, adding warmth to the neutral wall color.

Home in Norwich

Cozy Condo in Norwich- Minutes from Mohegan Sun

Indoor spacesKitchenGetting around

4.98 out of 5 average rating, 171 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

Indoor spacesKitchenCondition

4.89 out of 5 average rating, 175 reviews

A spacious living room is highlighted by a unique whale wall art piece and a cozy seating arrangement. A comfortable gray sofa is paired with a nautical-themed chair. Large windows allow natural light to fill the room, creating a welcoming atmosphere.

Home in New London

Beauty and the Beach!

KitchenIndoor spacesHeating

4.86 out of 5 average rating, 276 reviews

Norwich Villa Escape | Spa & Casinos Nearby

Indoor spacesKitchenComfort

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.

4.97 out of 5 average rating, 102 reviews

King Bed - hot tub - saunas - 1 mile Mohegan Sun

Indoor spacesFamilyLocation