Family-friendly vacation rentals in Guilford

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Guilford family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A bright, cheerful room is furnished with a large cushioned seating area adorned with colorful pillows. A light wooden dresser and shelves display toys and decor. A wall art piece featuring dinosaurs adds a playful touch. Natural light fills the space through a window.
Apartment in Downtown New Haven
4.75 out of 5 average rating, 140 reviews

Luxury Penthouse Minutes to Yale

AmandaRating, 5 stars3 months ago
Great location. Easy check in and out.
Guest favorite
The dining area showcases a wooden table surrounded by matching chairs, illuminated by a modern chandelier. A sideboard stands against the wall, and large windows provide ample natural light, overlooking the serene landscape outside.
Home in Washington
4.81 out of 5 average rating, 21 reviews

ZoomIn Map BestTown Washington "Kirby" PoshPadsCT

ElizabethRating, 5 stars11 months ago
Beautiful house, gorgeous and convenient location, excellent host. We had a great stay.
Superhost
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.
Condo in Norwich
4.84 out of 5 average rating, 150 reviews

Villa Flora @ Norwich Inn & Spa

DebraRating, 5 stars6 months ago
There is nothing more frustrating than not being able to have a decent shower while you are on vacation. That was absolutely not the case here. The hot water and water pressure in both bathrooms was exceptional. This is a great place in a great area. We will definitely try to get back here.
Guest favorite
A serene outdoor area showcases a saltwater pool with a spa, surrounded by well-maintained landscaping featuring vibrant yellow flowers. Lush green fields extend into the distance, framed by a clear sky with scattered clouds.
Home in North Fork
4.97 out of 5 average rating, 203 reviews

Private Oasis W/Stunning Vinyard and Pool Views

KimRating, 5 stars4 months ago
This is the 2nd Thanksgiving weekend we spent at Deeanna's. Her home is beautiful, comfortable and each detail is thought though in the best way. Deeanna went above and beyond to accommodate my family and we are so grateful to her. The kitchen is perfection and the bedrooms are lovely and comfortable. The scenery and views are breathtaking. Overall, this home is a total gem. Thank you, Deeanna! We hope to come back next year!
Guest favorite
A spacious deck surrounds a large pool, complemented by red umbrellas and lounge chairs. Lush greenery and blooming hydrangeas create a serene backdrop. A cozy seating area is visible under a shaded structure, enhancing the outdoor relaxation space.
Home in East Hampton
4.95 out of 5 average rating, 73 reviews

Family Friendly Springs Beach House

MichelleRating, 5 stars1 week ago
Fantastic stay/fantastic hosts! My adult children and I spent a great weekend hosted by David and Abby. Their place was perfect for us and very comfortable. David reached out and described check in and proactively answered any questions we would have had. We were there in cold weather but I will earmark it for a warm weather stay as it has so many appealing summer amenities! We will stay again for sure.
Guest favorite
A renovated bathroom features a white bathtub with an attached shower, a modern toilet, and a double sink vanity. Above the sink, a large mirror is framed by bright lighting. White paneling is present on the lower walls, enhancing the clean aesthetic.
Home in Shelter Island
4.88 out of 5 average rating, 24 reviews

Newly Renovated w/ Pool, Hot tub & Fireplace

AliciaRating, 5 stars6 months ago
We had a wonderful stay at Jennifer’s place. It was.l beautiful, immaculate, and incredibly well equipped—especially for kids with the plethora of games and toys. Jennifer was responsive and a great host. The house is on a serene, dead-end street, and outdoor area is perfect for kids.
Guest favorite
A modern bathroom is featured with white tiled walls and a textured floor. A glass shower enclosure is positioned alongside a wall-mounted sink. A mirror reflects soft light from an overhead pendant, while a small plant adds a touch of greenery to the serene space.
Home in East Hampton
5 out of 5 average rating, 16 reviews

Captains Quarters | July avail!

PeterRating, 5 stars1 month ago
This house served our family very well for a multi-month stay. The house and property are just like the photos and all the amenities were great to have. Would recommend staying here if you are looking for a quiet place near the water in East Hampton. Petra was always very responsive with anything we needed and was an excellent host.
Guest favorite
Home in Norwich
4.81 out of 5 average rating, 207 reviews

Grand 9 BR Near Casinos

AliciaRating, 5 stars1 week ago
We loved staying here- it made for a perfect weekend. Thank you so much for welcoming us in your home!

Family- and pet-friendly home rentals

Superhost
A cozy living area is surrounded by extensive bookshelves filled with books. Natural light enters through three windows adorned with decorative panes. A plush sofa and an armchair, paired with a coffee table, provide comfortable seating. A patterned rug covers the floor, adding warmth to the space.
Apartment in East Rock
4.9 out of 5 average rating, 210 reviews

On the Park: 3 RM Apt. w/kit. in historic house

NathanielRating, 5 stars2 months ago
Noel was an incredibly gracious and friendly host, providing us with everything we needed for a great stay in her apartment. The apartment itself is so cozy; we particularly enjoyed the library room and exploring the hundreds of titles Noel keeps there. I would recommend Noel’s apartment to anyone that is making a trip to New Haven.
Guest favorite
A serene lakeside view is presented, showcasing gently rippling water under a clear sky. The shoreline features a smooth, paved path leading to the water's edge, bordered by flat rocks. A sign stating 'No Fishing' is positioned near the water's entrance.
Cottage in Middlefield
4.92 out of 5 average rating, 245 reviews

Lake Beseck cottage

NicoleRating, 5 stars3 months ago
Was the perfect little get away for us. And it was nice to find a place that accommodated the dogs so well. We appreciated being able to get to places easily but at the same time have a peaceful place to return to.
Superhost
Apartment in Milford
4.86 out of 5 average rating, 273 reviews

The Farmhouse Estate Apartment

Elly and ScottRating, 5 stars1 week ago
This was the perfect place for our family to stay! There was plenty of space and everything we needed was provided. We would definitely stay here again!
Guest favorite
A round wooden dining table is surrounded by four metal chairs. Natural light enters through two large windows, with framed black-and-white photographs arranged on the wall beside them. A decorative centerpiece is placed on the table, offering a rustic touch to the space.
Apartment in Shelter Island Heights
4.91 out of 5 average rating, 245 reviews

Squire Chase House

ErinRating, 5 stars6 months ago
Great spot! Very walkable. It's also a great layout if traveling with small children - there is a separate meditation room upstairs that was perfect for setting up our travel cribs. Would stay again!
Guest favorite
A tranquil section of the Little River is depicted, featuring cascading water creating gentle ripples. Sunlight reflects off the surface, enhancing its natural beauty. Lush green leaves frame the scene, adding a touch of nature to the flowing water.
Guesthouse in Sprague
4.96 out of 5 average rating, 201 reviews

House on Little River / Writer Retreat

PamelaRating, 5 stars7 months ago
Cabin on Little River met our expectations and more. Myself, 2 sisters and my daughter wanted a quiet getaway. A charming open concept post and beam, pine floors and wood trim, woodstove for winter, deck with charcoal grill. It's very rural and IN the woods ( so bring bug repellant). Even though the host's home is visible you still feel tucked away. Kitchen and bath are modern and clean and the beds and livingroom were very comfortable. The soothing sound of the river is always present. It was relaxing to sit down in the adirondack chairs near its bank. The woods provide a place to walk. Lake is across the road. Glenn informed us of several events nearby that we were really interested in...but we never felt like leaving the cabin! There's a big firepit nearby and wood provided. Glenn is a wonderful host. A fellow artist, I asked to see his studio on the ground level. Even bought a couple small paintings. Do not hesitate to book this place if you are looking for a quiet respite!
Guest favorite
Loft in Essex
4.94 out of 5 average rating, 437 reviews

Unique apartment in former art gallery.

ChristinaRating, 5 stars1 month ago
I really enjoyed my stay here. The place was eclectic and comfortable. I loved how open and spacious the home was and appreciated the peacefulness of the area. I would definitely stay here again on future visits.
Guest favorite
A historic two-story home is portrayed, featuring a light-colored exterior with prominent architectural details. Large windows allow for natural light, and a set of welcoming red double doors is visible at the front entrance. Surrounding greenery enhances the appeal of the property's exterior.
Apartment in Middletown
4.88 out of 5 average rating, 301 reviews

3 bedroom near Wesleyan, downtown

BangheeRating, 5 stars1 month ago
Very nice place and location is amazing. We were grateful that our host provide some basic amenities - coffee, shampoo and condtuoner, etc. Made our visit easy and very pleasant. Thank you!
Guest favorite
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
4.94 out of 5 average rating, 264 reviews

Private 1 bedroom apartment in central Connecticut

WilliamRating, 5 stars6 months ago
I chose Marlene’s lovely spot primarily because it was in a location convenient for short trips to visit family and friends in Wallingford, Middlebury and Middletown while on my way south from New Hampshire. The peaceful, quiet surroundings along with a spotless, well-appointed accommodation made it very appealing: highly recommended.

Family-friendly home rentals with a pool

Guest favorite
The exterior of the house is seen from the front yard, featuring a white facade with black shutters and a red front door. Vibrant sunflowers grow in the foreground, complementing the green grass and surrounding trees.
Home in Montville
4.92 out of 5 average rating, 267 reviews

Casino Wine Down House

JenniferRating, 5 stars1 month ago
House was very easy to get to and very clean. Surrounding neighborhood was nice and quiet. Outside igloo was warm and cozy. Downstairs game room was a hit with the big kids.
Superhost
Home in New London
4.91 out of 5 average rating, 178 reviews

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

DanielRating, 5 stars4 months ago
Great spot, would definitely stay again.
Top guest favorite
A comfortable living space is showcased with a large sectional sofa, adorned with decorative pillows. Natural light enters through multiple windows, and a rug with a subtle pattern covers the wooden floor. A modern lamp and stylish side tables add functional decor.
Barn in Bethel
4.98 out of 5 average rating, 233 reviews

Escape to a Restored New England Antique Milk Barn

StaceyRating, 5 stars1 week ago
We had an amazing stay at Sally’s place in Bethel! My fiancé and I visited CT for the first time to celebrate my birthday and go to a convention nearby. This cottage was perfect for the two of us. The host was very responsive and accommodating as well! The cottage was in pristine condition, the house manual was very easy to follow, the recommendations were great, the scenery was out of a movie, and my favorite part was the hot tub in our restroom which was perfect after a long day! We had a great time and would love to come back again! Thanks for your hospitality Sally! ☺️
Top guest favorite
A light-filled living room features soft seating with a mix of blue and beige tones. A flat-screen television is positioned centrally, and a decorative area rug lies on the wooden floor. Large windows allow natural light to illuminate the space.
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars7 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Top guest favorite
An inviting outdoor area features a heated pool surrounded by a spacious patio. Comfortable lounge chairs are neatly arranged on the side, with umbrellas providing shade. Lush greenery and trees create a serene backdrop, enhancing the tranquil setting of the Pool House.
Home in Cheshire
5 out of 5 average rating, 132 reviews

Pool House

MelissaRating, 5 stars3 months ago
This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.
Superhost
The living room features a blend of modern and mid-century design with a wood-planked ceiling. A large flat-screen TV is mounted on the wall above a wood-burning fireplace. A comfortable seating area includes a black leather couch and two orange chairs, complemented by decorative accents.
Home in East Hampton
4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

BrittanyRating, 5 stars7 months ago
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!
Top guest favorite
The outdoor area features a large in-ground pool surrounded by a fence, with lounge chairs and shaded umbrellas. A spacious wooden deck is visible, along with seating and a small shed. The lush greenery of the backyard complements the serene setting.
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars2 months ago
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!
Guest favorite
A light-filled living area features a spacious sectional sofa and a dining table with black chairs. A coffee table sits in the center, complemented by decorative elements. Large windows offer views of the outdoor space, enhancing the room's openness.
Home in North Fork
4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with Pool

JoanneRating, 5 stars1 month ago
We had a lovely stay at Eric's home. The home exceeded our expectations and we felt right at home. The decor was warm and inviting. Everything you could possibly need was in the stunning, modern kitchen. The beds were all comfortable and we slept very well. The property was very peaceful. We enjoyed seeing deer, turkeys and hawks each day. The fixtures in the home were modern, clean and high-end. It was great being so close to Greenport with it's wonderful restaurants and shops. We can't wait to return.

Quick stats about vacation rentals that are family-friendly in Guilford

  • Total rentals

    60 properties

  • Nightly prices starting at

    $100 before taxes and fees

  • Total number of reviews

    2.9K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi

Destinations to explore