Family-friendly holiday rentals in Waterford

4.96 out of 5 average rating, 143 reviews

The exterior of a spacious home is presented, featuring a sloped roof and multiple windows. A well-maintained lawn surrounds the house, which is complemented by neatly trimmed shrubs. The structure's muted tones are highlighted under a partly cloudy sky, creating a serene country setting.

Guest suite in Lebanon

Rural Homestead Stay in Your a Private Suite

Relaxing country setting secluded off a long private driveway, on a dead end road, in historic Lebanon, Connecticut. Horses line the driveway, and chickens roam the yard. Sunrises over the backyard amongst the tree covered hills. The private accessory apartment, attached to the main home, includes one bedroom, living area, kitchen, bathroom, & porch. Witness the bustle of the active homestead. Relatively close to landmark casinos (Foxwoods & Mohegan Sun), hiking, the shoreline & historic sites.

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, 224 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.

4.98 out of 5 average rating, 128 reviews

A charming cottage is depicted with a shingle exterior, a welcoming front porch, and a chimney. The grassy landscape is flanked by flowering shrubs, and a path leads to the entrance. A red barn is visible in the background, enhancing the rural setting.

Home in Waterford

Niantic River Beach Cottage | Waterviews

Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!

4.97 out of 5 average rating, 279 reviews

A charming cottage features wood shingle siding and a neatly arranged entrance. The front yard showcases a manicured area with green grass, accompanied by a duck and a chicken. Nearby, expansive fields and a rustic barn complete the serene rural landscape.

Guesthouse in Portland

Guesthouse Farm Stay

Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

4.98 out of 5 average rating, 261 reviews

A cozy seating area features a patterned armchair with a decorative pillow. A small side table rests nearby, and a large painting of a boat hangs on the wall above, complemented by a tall vase filled with dried foliage. Soft curtains frame the window.

Guest suite in Groton

Babs Place - Groton, Ct

Clean spacious suite in a residential neighborhood sleeps eight. Centrally located. A child-friendly location with easy access from I-95. Private entrance, kitchen, off street parking, patio with grill, washer/dryer set up, and a dishwasher. Short drive to local historical and tourist locations such as CT wine trails, Clyde’s apple cider, downtown Mystic – the Aquarium, Seaport, and Village. Nautilus Museum, Ivryton and Godspeed Opera houses and Garde Arts Center. Decorated for the holiday.

4.92 out of 5 average rating, 202 reviews

A bright dining area features a dark wooden table surrounded by six chairs, complemented by a patterned area rug. Large windows allow natural light to fill the space, while a plant adds a touch of greenery. A ceiling fan hangs above, enhancing airflow.

Apartment in New London

Ocean Breeze

Bright sun filled second floor apartment in a multi unit building. The apartment has one bathroom , two bedrooms the first with a king size bed and the second has a queen. LIving room, dining room, full kitchen with coffee bar. We are a 15 min walk to downtown shops, restaurants, ferries and train station. The home is minutes from the I-95 and we are a half hour drive of the areas most popular attractions. Note there are stairs and a claw foot tub which may make access difficult for some.

4.96 out of 5 average rating, 251 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

LOVELY MID 1800'S COTTAGE Located in the historic Groton Bank neighborhood. Close to beaches, casinos, walking distant to EB. Short drive to Pfizer, Coast Guard Academy, Connecticut College, US Submarine Base and minutes to downtown Mystic. This property is a one bedroom one bath with a single pullout couch in bedroom and living room. Offers a spacious outside lawn with patio. Lots of off street parking. Fenced yard for pets. New Central Air and heat. Washer, dryer, grill and fire pit.

4.93 out of 5 average rating, 388 reviews

A sunlit view of a sandy beach stretches towards the horizon, with gentle waves lapping at the shore. Colorful umbrellas dot the sandy area, and a wooden walkway runs parallel to the beachfront. In the distance, sailboats can be seen on the calm water.

Home in New London

Amazing Beach House

FREE BEACH PASSES 10 INCLUDED Welcome to the Beach! Vacation Rental just steps away from Ocean Beach Park! This beautiful 5 bedrooms 2 full baths home is located on a quiet one way street! Smart TV grants you easy access to thousands of streaming apps! Fully equipped kitchen with brand new stainless steel appliances. We can accommodate 10 guests, and is very convenient to Eugene O'Neill Theatre, Waterford Beach, Harkness, Mystic , the Naval Museum,, Mohegan Sun and Forwoods Casino!

4.93 out of 5 average rating, 120 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

Enjoy your stay in this peaceful waterfront cottage. After the day relax on the 3 season screened- in porch or climate controlled sunroom watching the winter waterfowl on the wintery cove or relax in the backyard next to the fire pit with hot coco. Walking distance to Ocean Beach Park, Waterford Town Beach. Within 30 minutes of Niantic, downtown Mystic, Ferry's to Block, Fisher's and Long Islands, by museums, the Nautilus, Mohegan and Foxwoods Casinos, tons of great restaurants

4.87 out of 5 average rating, 154 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!

Welcome to Beauty and the Beach, where you can come and relax with the whole family or come alone to get away from the busynesses of life! The property is located within an 8 minute walk to Ocean Beach Park and a block away from Alwife cove. With all year recreation. we are located within a short distance to: - Coast Guard Academy -Navy Sub Base -Mohegan Sun -Historic Mystic -Shopping and Great Dining Experiences! -Scenic hiking trails Come and embrace the New England Salty Life!

4.91 out of 5 average rating, 196 reviews

A charming single-level home features a covered front porch supported by sturdy columns. The exterior is complemented by a combination of stone and siding, surrounded by a well-maintained lawn and trees providing shade. A pathway leads to the porch entrance.

Bungalow in Waterford

Shore Drive - 2 Bedroom/2 Bath/Bunk/Queen Oasis

Stay with us for a relaxing, family beach experience! This is a newly remodeled (2022) home with a spacious patio, seating w/table for 6 and large backyard. Walking distance to Waterford & Ocean Beach, Waterford Beach Park, Eugene O'Neill Theater and Harkness State Park. 15-20 min drive to Mystic, Stonington, Vineyards, 25 min to Mohegan Sun & Foxwoods. Close to the Lawrence + Memorial Hospital, Pfizer, GD (EB), CT College, Mitchell, USCGA US Navy Base Groton.

Holiday home in New London

A scenic view captures a shoreline with sandy beaches and a calm sea. Lighthouse structures are visible in the distance against a backdrop of fluffy clouds. A person walks along the water's edge, while boats can be seen dotting the water.

4.99 out of 5 average rating, 216 reviews

Modern & Cozy Beach House - Walk to Ocean Beach

Welcome to our modern and cozy vacation apartment in a quiet community just a 5 minute walk to Ocean Beach! ~Special features~ • Dog-friendly! Fully fenced backyard • Central Air Conditioning • New in-unit washer/dryer • 2 BR w/Queen Tuft&Needle mattresses • Futon and couch both fold into add’l beds • Gourmet kitchen; fully equipped & open concept island seating • Coffee bar w/complimentary K-cups • Patio seating area w/firepit & charcoal grill

Popular amenities for Waterford family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.84 out of 5 average rating, 108 reviews

The image showcases a spacious house nestled among trees, overlooking a calm river. The sun sets in the background, illuminating the landscape in warm tones. The surrounding area includes greenery and a small outbuilding near the house, contributing to a serene residential setting.

Home in Norwich

Hot tub with river & casino view

4.96 out of 5 average rating, 224 reviews

Guest suite in Mansfield

Cozy private apt 8 mins from UCONN - solar powered

4.99 out of 5 average rating, 139 reviews

The exterior of a lakefront cottage is illuminated by warm lighting at dusk. The structure features a vaulted roof with large windows, surrounded by trees. A deck extends around the cottage, reflecting on the calm water, creating a serene and inviting atmosphere.

Home in Coventry

Cozy cottage 5 minutes from UConn

4.93 out of 5 average rating, 266 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!

4.98 out of 5 average rating, 166 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.

Condo in Norwich

The Vacay Villa

4.99 out of 5 average rating, 218 reviews

Condo in Norwich

Peaceful Oasis steps from Mohegan Sun

4.9 out of 5 average rating, 204 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

4.96 out of 5 average rating, 174 reviews

The game room features vibrant lighting and a chalkboard wall that displays 'Casino Stay & Play House.' A foosball table is positioned alongside arcade machines, with several stools lined up against a bar counter. The floor is finished in light wood, enhancing the dynamic atmosphere.

Home in Montville

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

Family- and pet-friendly home rentals

4.78 out of 5 average rating, 296 reviews

A cozy living area features a gray sofa and ottoman, complemented by an artistic wall decoration. A spiral staircase leads to a lofted space above. Natural light streams in from the window, highlighting the exposed beams and the elegant architecture of the room.

Apartment in East Haddam

The Federal Suite at the Wisteria Rest

4.99 out of 5 average rating, 113 reviews

A cozy bedroom is presented with a light-colored bedspread and a decorative pillow on the spacious bed. Vertical blue and white stripes adorn the wall behind, complemented by a round mirror. A soft lamp and a small plant add subtle accents beside the bed.

Apartment in Stonington

Mystic Bungalow - 6min Walk Downtown!

4.89 out of 5 average rating, 168 reviews

A charming two-bedroom cottage is set amidst greenery, featuring a welcoming front porch with a railing. A stone pathway leads to the entrance, and landscaping is visible around the base of the home. Large windows allow natural light to enhance the inviting exterior.

Cottage in Hebron

Welcome to The Holly at Amston Lake

4.99 out of 5 average rating, 107 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

4.93 out of 5 average rating, 485 reviews

A kitchen area is visible with modern appliances, including a stove and refrigerator, complemented by a breakfast bar with two stools. A ship's ladder leads to the sleeping loft above. Natural light fills the space through a window, enhancing the clean, contemporary design.

Guesthouse in Groton

Quiet studio with sleeping loft and deck

4.87 out of 5 average rating, 186 reviews

A riverfront deck is furnished with two lounge chairs and a glass table, surrounded by lush greenery and trees. The view overlooks a calm stretch of the Patchogue River, creating a serene environment for relaxation and enjoyment of nature.

Cottage in Westbrook

Peaceful Riverfront Cottage w/Dock, Walk to Beach

4.94 out of 5 average rating, 297 reviews

A modern living area features a cozy gray sectional sofa and a round wooden coffee table. A hanging chair is situated in the corner, while a television mounted on the wall displays a black and white image. Green plants enhance the welcoming ambiance.

Apartment in Mystic

Beautiful Two Bed Boho Retreat

4.82 out of 5 average rating, 474 reviews

A well-lit living area features a plush sofa paired with a stylish armchair. A wooden coffee table sits in front of the sofa, and a dining table with chairs is visible in the background. Natural light enters through multiple windows, enhancing the room's inviting atmosphere.

Apartment in Mystic

Chic 2-Bedroom Apt. - Walk to Downtown Mystic

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 196 reviews

A vintage two-story beach house is showcased with a welcoming front porch, bordered by vibrant flower beds. The home features green shutters and a well-maintained lawn under a clear blue sky, reflecting a classic New England aesthetic.

Home in New London

Waterview Cove 1 @ Ocean Beach: 6 Queen 1 Sofa Bed

4.91 out of 5 average rating, 111 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.

Villa in Columbia

Breathtaking home with unforgettable views & pool!

4.9 out of 5 average rating, 179 reviews

Villa in Norwich

Private Villa, Pool, New King Bed, close to casino

4.95 out of 5 average rating, 190 reviews

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

Luxury cottage by the sea with hot tub and pool

4.98 out of 5 average rating, 122 reviews

Home in Stonington

FREE Private Indoor Heated Pool - Mystic Home

4.97 out of 5 average rating, 241 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

4.98 out of 5 average rating, 140 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

Two floor Norwich Spa Villa near Mohegan Sun