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Kid-friendly vacation rentals in Milford

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Milford kid-friendly rentals

Kid-friendly house rentals

Guest favorite
Home in Woodbury
4.94 out of 5 average rating, 18 reviews

2 homes in one (in-law design) w/salt water pool

ChristineRating, 5 stars7 months ago
Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!
Superhost
An open-concept living area is highlighted by a large sectional sofa, providing ample seating for guests. A flat-screen TV is mounted above a brick fireplace, while natural light filters through nearby windows. A round coffee table sits in the center, enhancing the inviting space.
Home in New Haven
4.62 out of 5 average rating, 13 reviews

3BR Gem, 10 min to Yale, walk to Tweed

AlondraRating, 5 stars2 weeks ago
Everything was perfect. Peaceful neighbor. The host was helpful & responsive. I definitely recommend this property, will come again!
Superhost
A bright bedroom features a spacious bed adorned with light fabric drapery. Natural light floods in through nearby windows. A mirror stands against the wall, and a wooden nightstand complements the warm wooden flooring. A cozy rug adds texture, enhancing the inviting atmosphere.
Home in North Haven
4.43 out of 5 average rating, 7 reviews

Pet Friendly Relaxing Retreat

CristinaRating, 5 stars7 months ago
Really loved this airbnb! Would stay again! I love the lay out gives everyone a ton of space and was super clean. Easy 15 minute drive to most places we visited in New Haven. The only things that weren’t an issue for us but to keep in mind was the one bathroom for large groups, that can be challenging. Also, the ceilings are on the lower end for anyone over 6ft, my boyfriend had to watch his head at the doorways. Under 6 you are all good though. Lastly, one of the bedrooms has a bedroom behind it. This was not an issue at all for his but just to note. We did love that the entrance way has doors that you can close, so we actually used that as a sleeping space to have everyone more separated. We were a group of 7 and had a ton of room. All bedrooms are a pretty good size as well.
Top guest favorite
A whimsical hobbit house is nestled within lush greenery, featuring an arched, stone roof and vibrant red entrance. Two rounded windows frame the doorway, surrounded by a beautifully landscaped yard with a stone path leading to the entrance.
Home in Pawling
5 out of 5 average rating, 222 reviews

Hobbit House of Pawling

MatthewRating, 5 stars1 day ago
This place exceeded our expectations! An incredible place that was clearly a labor of love to build, decorate and maintain. I don’t imagine anyone who stays here will be disappointed - or soon forget their visit to this lovely property. Not only is it carefully and cleverly curated as a habitable homage to The Hobbit and the LOTR, it is also a genuinely comfortable and charming place to stay. The kitchen is well-equipped and the bathrooms are roomy and modern. Lots of outdoor spaces to enjoy, including the hot tub, nestled at the foot of a dramatic, rocky rise. Thanks to Jodi and Jim!
Guest favorite
A basketball hoop is positioned on a gravel area, facing a spacious green yard under clear skies. A small yellow tractor toy is visible nearby, with leafless trees providing a natural backdrop in the distance.
Home in Southbury
4.9 out of 5 average rating, 21 reviews

Cozy Family and Pet friendly 3 br Home

JennaRating, 5 stars5 months ago
We stayed at Ryan's place while visiting family in the area over the holiday weekend. The place was comfortable and clean and the bonus of being able to bring our pups was the best part. The dog park down the road was amazing and the locals were very friendly. The location was great, very convenient to shops, grocery store, gas etc. Overall we had a great time. Thanks again, Ryan!
Superhost
A spacious fenced backyard is visible, featuring a lush green lawn and an area with shrubs. Sunlight brightens the space, highlighting the natural landscape. The perimeter is marked by a wooden fence, providing privacy and a sense of openness.
Home in West Haven
4.79 out of 5 average rating, 102 reviews

Cozy Home, Dog and Family Friendly - book today!

DenineRating, 5 stars1 week ago
We loved Leslie's place and would book here again in a heartbeat - especially in beach season (we were there mid-April). We opted for Leslie's because of its great location over a much larger home with more amenities in the same price range - we were not disappointed! We have two teenage boys and we felt comfortable letting them explore the neighborhood on their own while we squeezed in a few hours of work. Walk or bike to beach, park, basketball courts, restaurants/bars, laundry and more. Encountered many friendly neighbors on our walks. Average 15 min drive to explore lots in West Haven/New Haven. The deck is almost as large as the house with a grill and great furniture. The fully fenced yard was perfect for our dog - even she felt right at home immediately! The inside is nicely decorated and very comfortable. I loved having my coffee/beer/ cocktail on the deck in view of Long Island Sound with my dog sunning herself by my feet! I highly recommend for couples or families of all ages!
Top guest favorite
A spacious playroom is presented, featuring multiple shelves filled with various toys and games. A small table with colorful chairs is positioned in the center, providing a play area for children. Bright walls and natural light enhance the inviting space.
Home in Stamford
4.98 out of 5 average rating, 232 reviews

Bright Stylish Chic 4BR 4BA Home

ShefaliRating, 5 stars1 month ago
We had a wonderful time at Deirdre’s place which was a last minute booking. She was very responsive and we felt so much at home, with everything we needed to keep our family of 5 safe and occupied. We especially loved the playroom and books for all ages. The backyard tire swing and bird watching was a hit with my bigger kids too. There was lots of space to spread out if we had come with more family as well. Great stay- thank you again, Deirdre!
Guest favorite
A bright living area features a large television mounted on the wall above a simple black cabinet. A compact desk with a white chair is positioned against the wall, while a staircase is visible in the background, leading to the upper level.
Home in Milford
5 out of 5 average rating, 6 reviews

Big House On Maddox

DianeRating, 5 stars7 months ago
We stayed here in the entire home for a wedding weekend. Both units were fabulous and Cole was very responsive when we had an issue with the key pad. The bride

Kid-friendly apartment rentals

Guest favorite
A children's playground is situated in a green open space, featuring a wooden play structure with a slide and a swing set. Surrounding trees provide shade, creating a welcoming outdoor area for family enjoyment.
Apartment in Westport
4.89 out of 5 average rating, 217 reviews

Spacious Westport Apt surrounded by nature

RachelRating, 5 stars2 weeks ago
Johannas place was clean, just as described and had everything we needed for our quick one night stay. We brought our puppy and the back yard made it easy for us.
Guest favorite
A well-furnished living area features a dark gray sofa paired with colorful cushions and an accent chair. A small side table sits beside the chair, and a lamp illuminates the space. Art adorns the walls, and a soft area rug adds warmth underfoot.
Apartment in East Rock
4.86 out of 5 average rating, 178 reviews

2 Bedroom apt quiet courtyard setting w parking

NiamhRating, 5 stars1 week ago
Great place, pictures are representative. The whole place is huge and just a perfect place to stay. Location is amazing, walkable to the New Haven green and loads of restaurants and bars. Martin is a great host and leaves very clear instructions which is really helpful. Would definitely stay again. Only note- floors/ceiling seem quite thin so the upstairs neighbours could hear us and we could hear them at certain points of the day. But that did not dampen our trip at all. If anyone is visiting we highly recommend Trinity on orange street, amazing Irish pub with sports and classic pub grub. And Georgie’s diner in west haven - classic American diner style with great food options.
Superhost
A cozy living room area is highlighted by a bright yellow sofa and a patterned area rug. Two lamps provide warm illumination, while a small coffee table sits in the center. A door leads to an adjoining room, contributing to the spacious feel.
Apartment in Middletown
4.8 out of 5 average rating, 217 reviews

Beautiful Sunny Apartment in Historic Village

ShivamRating, 5 stars1 month ago
Bill and Megan are amazing hosts. Very professional, and they take the extra step to make every aspect of your stay smooth and comfortable!
Guest favorite
A modern kitchen is showcased with a stainless steel refrigerator, wooden countertops, and tiled backsplash. A door leads to an outdoor space with a dining area. Light wooden flooring complements the room, while white cabinetry adds to the bright and airy feel.
Apartment in New Haven
4.92 out of 5 average rating, 179 reviews

Tranquil Apartment with Waterview, Walk to Beach!

KhanhRating, 5 stars1 month ago
We enjoyed our stay at Samantha and Robert’s place. Convenient location, close to downtown and the beach. The place is spacious and cozy. Samantha and Robert provided us with everything we needed.
Top guest favorite
A well-appointed kitchenette is visible, featuring a small refrigerator and microwave, complemented by open shelves for storage. A round table with black chairs is neatly arranged in the space, alongside a potted plant. A doorway leads to the bathroom area in the background.
Apartment in Fairfield
4.97 out of 5 average rating, 119 reviews

Sunny Fairfield Studio Apartment

LisaRating, 5 stars1 day ago
Clean, quiet and comfortable. We found this apartment to be an outstanding choice for a long weekend after an event at Fairfield University. Everything was so clean and tastefully decorated. The carriage house is located back off the road, making it a quiet and peaceful place to take a break. Having our car parked inside under our apartment was wonderful as we could safely leave items in the car without worry and have easy access to the car at night and during some rain. Comfortable and quality bedding, soft towels and good shower/soap products. Great communication! If I ever return to the area this will be my first choice! Thanks for the great stay!
Superhost
The exterior of a three-story building is shown, featuring a white façade and a welcoming front porch with railings. Steps lead to the entrance, and the landscape includes a well-maintained lawn and signage indicating the building's purpose.
Apartment in West Haven
4.92 out of 5 average rating, 199 reviews

Perfection! 2 Bedroom Apt. Friends or Family!

TatianaRating, 5 stars3 weeks ago
Had a great stay, very clean and peaceful apartment, host was super responsive. Would definitely stay again!
Guest favorite
A spacious living area features a comfortable sectional sofa and a recliner, centered around a coffee table. A well-equipped kitchen area is visible in the background, showcasing light cabinetry and modern appliances. Natural light enters through a nearby window, enhancing the open layout.
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 bright dining area is illuminated by natural light, featuring a wooden table with a yellow patterned runner. Two chairs are positioned around the table, and a glass door leads to the patio. Light blue curtains frame the windows, enhancing the spacious feel of the room.
Apartment in Middlebury
4.92 out of 5 average rating, 118 reviews

Cozy Apartment with Water View of Brook

JulieRating, 5 starstoday
Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.

Kid-friendly condo rentals

Superhost
A bowling alley is depicted with polished wooden lanes and ambient lighting in shades of blue and purple. A small boy joyfully extends his arms, while an adult kneels beside him, both engaged in a playful moment. A bowling ball return system is visible in the background.
Condo in South Norwalk
5 out of 5 average rating, 3 reviews

Hip, central 2-story loft w Gym and parking

NarenRating, 5 stars7 months ago
Great location and lovely place. Highly recommend to anyone looking to book this place!
Superhost
The living area features a comfortable sofa with decorative cushions, paired with a coffee table. Light streams in from a window, enhancing the relaxing ambiance. A wall-mounted television and abstract artwork provide visual interest, while a plant adds a touch of nature.
Condo in Stamford
4.65 out of 5 average rating, 23 reviews

Clean 1 BD apt with Free Wi-Fi and parking

ConnorRating, 5 stars8 months ago
My friend and I stayed for a short trip at Maria's location and it was exactly what we needed, a place to stay for our trip that was well kept, had amenities, and fresh linen available. Parking spot was small, but is to be expected in an attached parking garage.
Superhost
An open kitchen features modern appliances and light cabinetry, with a central island and seating for four. A dining table is positioned nearby, surrounded by wooden chairs. Natural light enters through multiple windows, illuminating the warm wood flooring.
Condo in Downtown New Haven
4.83 out of 5 average rating, 279 reviews

Stunning, Spacious, Spotless. Close to Yale.

OliverRating, 5 stars5 months ago
Camila was a great host, very responsive and always helpful. The apartment was clean, tidy and cosy and made us feel at home very quickly. Location was good, walkable distance to New Haven Green and its surroundings. All in all, we enjoyed our stay very much and would recommend Camila’s place to anyone planing to spend some time in New Haven.
Guest favorite
The open living area is furnished with a dark sofa and light wooden accents. A round table with a beige tablecloth is paired with four chairs, while framed artwork adorns the walls. A colorful area rug adds a cozy touch, complemented by soft lighting from overhead fixtures.
Condo in Middletown
4.93 out of 5 average rating, 150 reviews

Entire place to yourself Cromwell/Middletown Line

PatriciaRating, 5 stars1 week ago
Elizabeth's place was extremely well appointed. Nice towels and sheets, and comfortable sofa/chairs. Kitchen is well equipped. Bathroom has a nice big tub, and her decorations are very nice. Definitely has a woman's touch!
Superhost
A living area features a comfortable black couch with a light throw blanket draped over it. A television mounted on the wall displays various streaming app options, while a decorative arrangement of plants is visible nearby. The space is illuminated by natural light flowing in from an adjacent room.
Condo in Fairfield
4.83 out of 5 average rating, 139 reviews

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr

RobertRating, 5 stars2 weeks ago
This was our second stay at Dariel’s place. It is perfect for our family and I always check to see if it is available when we are visiting the area. It is spacious yet cozy, and well-appointed. It is easy to get to, and central to both sides of town.
Guest favorite
A bright hallway is highlighted by a circular ceiling light. The entrance door is centrally located, flanked by a white closet door and the kitchen on the left. Bamboo flooring extends throughout the space, providing a clean, modern look.
Condo in Downtown Stamford
4.88 out of 5 average rating, 78 reviews

Downtown gem w/ parking, Wi-Fi+!

LisaRating, 5 stars3 months ago
Centrally located, safe parking, everything was as advertised.
A modern kitchen is highlighted by a large island with seating for four. Sleek cabinetry in deep navy provides ample storage, while a hexagonal tile backsplash creates a clean backdrop. Stainless steel appliances and large windows allow for natural light to fill the space.
Condo in Greenwich
4.92 out of 5 average rating, 12 reviews

NEW Amazing 2 bd Condo Doorman w/parking in GREENWICH

LawrenceRating, 5 stars10 months ago
Our stay was flawless and pleasurable. The rooms were sleek, spotless and very quiet. All had independent temp controls and TV. The kitchen was airy and modern with stainless Viking appliances. All consumables, like coffee filters, were in ample supply. Beds were soft but supportive, with comfortable pillows sheets and quilts. On top of that, the location in the center of Greenwich at the heart of Greenwich Ave. was marvelous. Every evening we could wander down and explore the upscale shopping opportunities, then pick from dozens of excellent, interesting restaurants. Overall an excellent experience and highly worth it.
Guest favorite
A cozy living space features a modern television mounted on a light wood console. A decorative plant adds a touch of greenery beside the TV. A wooden coffee table is positioned in the center, while a dining table with white chairs is visible in the background.
Condo in Hamden
4.87 out of 5 average rating, 99 reviews

Cozy 1 bedroom apartment, great location.

ChristaRating, 5 stars1 day ago
Anna described her place as a Cozy Condo...and it was. It was just the right size for a couple. Loved how she decorated the place. It was comfortable, pleasant, and had everything we needed. I will look into staying again next year.

Quick stats about vacation rentals that are kid-friendly in Milford

  • Total rentals

    60 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    4.3K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

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