Family-friendly vacation rentals in Richmond

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Richmond family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
An open floor plan features a dining area with a long wooden table surrounded by colorful chairs. Natural light filters through large windows, illuminating the adjoining living room, which includes a cozy seating arrangement and a modern wood stove. Exposed beams add architectural interest.
Home in Craryville
4.98 out of 5 average rating, 217 reviews

Modern Home in Woods w/ Hot Tub 10 Miles to Hudson

LeahRating, 5 stars1 week ago
A beautiful, cozy, very well-stocked home. Remote enough to feel like you're in the country but in proximity to so many great activities on offer in Copake and Hudson. A special place. We had a wonderful stay.
Guest favorite
Home in Rhinebeck
4.91 out of 5 average rating, 232 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

ShannonRating, 5 stars2 weeks ago
Enrique's place was conveniently located near Rhinebeck, but alao far enough away that it was peaceful and quiet. Worth having a drink in the tavern at Beekman Arms and breakfast sandwiches at Rhinebeck Bagels. We especially enjoyed the hot tub. Enrique was a wonderful, informative host, and available if we needed (we didn't). Overall, we had a nice, relaxing weekend.
Guest favorite
The farmhouse is framed by lush green grass and towering maple trees, offering shade and natural beauty. A covered porch extends from the house, while large windows invite ample natural light into the interior.
Cottage in Greenville
4.91 out of 5 average rating, 223 reviews

Historic farmhouse escape on 14 scenic acres

AnushkaRating, 5 stars2 months ago
We really enjoyed our stay at this lovely house!! So many cozy nooks and Miles and Ruth were very responsive and helpful hosts! Would definitely stay again :)
Top guest favorite
Home in Colebrook
4.99 out of 5 average rating, 221 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

JoshuaRating, 5 stars2 weeks ago
This is at least our 4th time staying at what we call "The Farm" and it is our favorite getaway! We even got my brother to drive 1.5 hours out of his way on his family trip to Boston so he could check it out. A rare gem!
Superhost
A red guest house is nestled among tall trees in a woodland setting. Large windows allow natural light to fill the interior, while the surrounding forest provides a serene backdrop. Leafy undergrowth and a carpet of dried leaves cover the ground in front of the house.
Home in Red Hook
4.88 out of 5 average rating, 230 reviews

Wooded Retreat w/ Hot Tub and Trout River

StephanieRating, 5 stars1 week ago
We really can’t say enough about Jackie’s place. Beautiful and peaceful surroundings. The home is well appointed and comfortable. The place is so nice we actually cancelled our plans for Saturday night just to stay in and enjoy the vibe. Spent part of the evening just relaxing in the hot tub looking at the amazing night sky!! The kitchen had everything we needed to cook dinner and a nice selection of pots and pans. Would highly recommend. Jackie was very responsive and easy to reach.
Guest favorite
A charming black exterior cottage is framed by lush green foliage and shrubs. A welcoming entrance with a light-colored door is flanked by two windows, allowing natural light to illuminate the space. A wooden signpost is visible, indicating the property name.
Condo in Hancock
4.85 out of 5 average rating, 151 reviews

Cozy Condo @ Jiminy Peak

ElizabethRating, 5 stars2 months ago
We always book with Dawn! Her place is amazing. We feel right at home. She ensures the house has everything you could need in case you forget something. There are extra details to make your stay more comfortable. Her linens are softer than mine at home! There is plenty of space for my family of five to stay comfortably. I highly recommend booking here! We can’t wait until our next stay here.
Guest favorite
A red barn-style house is nestled among autumn trees with vibrant yellow and orange leaves. It features white-framed windows and a covered storage area nearby. The setting conveys a serene environment, inviting guests to enjoy the natural beauty surrounding the property.
Home in Wilmington
4.84 out of 5 average rating, 171 reviews

The Vermont Barn (Mount Snow)

AmandaRating, 5 stars2 months ago
My family loved staying here! There was plenty of snow for activities. We went skiing at Mount Snow and ice fishing on Lake Raponda for a day. The barn is so unique and had everything we needed. There were lots of extra pillows and blankets and a big cozy couch to curl up and relax by the wood stove. Having access to the clubhouse was amazing… the kids loved swimming in the warm pool after a long day outside. Brian was super responsive and easy to talk to! We already want to go back!
Guest favorite
A children's playground area is visible, featuring a wooden play structure beside a sand pit filled with colorful toys. Sunlight filters through the trees, highlighting the nearby pool area which includes lounge chairs and umbrellas.
Home in Wilmington
4.9 out of 5 average rating, 146 reviews

Martin Ski Barn - 4BR Ski House, 15 min to Mt Snow

MikeRating, 5 stars2 months ago
The house was extremely cozy and felt like a true ski house. It was fully stocked from cookware to card games and plenty of space to feel comfortable away from home. Alana was extremely pleasant to talk to and responded quickly to any of my questions. For our long stay, they had cleaners come to the home for an intermittent cleaning. As well as having the driveway plowed and salted after snow storms. The 15 min commute to mount snow is convenient and easy to navigate. I highly recommend staying for the great hospitality and the lovely home. I can’t wait to stay again.

Family- and pet-friendly home rentals

Guest favorite
An enclosed three-season veranda features wood-paneled walls and a ceiling adorned with beams. Comfortable seating includes a wicker sofa with cushions, a rocking chair, and various potted plants, creating a serene indoor environment filled with natural light from multiple windows.
Cottage in Craryville
4.91 out of 5 average rating, 525 reviews

Columbia County Getaway - Raspberry Ridge Cottage

JenniferRating, 5 stars2 days ago
We had the best time at Raspberry Ridge. So cute, cozy and comfortable. Beautiful grounds. Perfectly stocked kitchen for cooking. Loved having all the animals around. Extra bonus was fresh farm eggs for breakfast in the morning. Hosts were really responsive and wonderful. Didn't want to leave, honestly. A very welcoming respite from a chaotic family week. I couldn't have chosen any better and highly recommend if you are looking for a true rural getaway. Next time I'm in the area visiting family I will definitely plan my trip around availability at this lovely stay.
Top guest favorite
The two-story home features a red-brick facade with white trim and a covered front porch supported by white columns. A seasonal decoration with a pumpkin is visible on the porch. Large windows allow natural light, and the surrounding yard displays green grass and trees.
Home in Saugerties
4.97 out of 5 average rating, 126 reviews

Welcome to Malden Manor, in a prime location!

OrionRating, 5 stars3 months ago
Lovely place in Saugerties, close to lots of great hiking and restaurants.
Superhost
A charming guesthouse is set against a backdrop of lush greenery, with a well-maintained lawn and blooming lilac bushes. The structure features a covered porch with a seating area, and there is a connecting garage to the side.
Cabin in Ghent
4.9 out of 5 average rating, 282 reviews

Guesthouse close to hiking, shopping and ski!

VirginiaRating, 5 stars2 months ago
Donna's place was a wonderful weekend stay! Beautiful property and guest house. Well appointed and care for. Just a few improvements that would have made our stay even better--a small microwave for quick reheating of coffee/leftovers, a luggage rack and place to store/hang clothes, and ensuring the driveway and a walking path are cleared of snow even when out of town (with thawing and refreezing, we had to navigate two inches of solid ice, which was terrifying both on foot and in the car).
Superhost
A scenic lakeside area features a wooden deck with seating made of natural tree stumps, complemented by a green umbrella for shade. A kayak is visible nearby on the water, with lush greenery framing the tranquil lake view.
Home in Ulster Park
4.88 out of 5 average rating, 227 reviews

Entire lake house to yourself. Great for groups

Maggie FuentesRating, 5 stars1 week ago
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!
Superhost
A two-story post-and-beam house is set in a lush, green landscape under a clear blue sky. The rustic exterior frames a welcoming front door, while a grassy lawn surrounds the structure, providing a sense of privacy and tranquility.
Home in Ancram
4.8 out of 5 average rating, 112 reviews

Secluded Post-And-Beam Retreat

SarahRating, 5 stars2 months ago
A lovely house in a private location. Our kids loved the games, watching movies on the projector, and watching deer from the window. The kitchen was well equipped and everything was comfortable.
Superhost
A dining area features a rustic wooden table surrounded by several chairs. A decorative table runner adds a touch of detail. The space includes a staircase leading to an upper level, while a fish tank occupies a corner, offering a view of colorful aquatic life.
Cottage in Canaan
4.85 out of 5 average rating, 169 reviews

Cozy Little Cottage

MaryRating, 5 stars2 weeks ago
My daughter and I loved our stay so much. The setting is so beautiful and peaceful. I loved listening to all the bird song and my daughter loved the fish! Such a cozy, comfortable home. We loved our relaxing time here. Gabriele is a fabulous host, so responsive and so kind. Thank you!!
Guest favorite
A fenced backyard is visible, featuring a grassy area with a decorative lantern hanging from a tree. Two chairs are placed on the lawn, and a stone path leads towards the rear of the property, where a raised deck is positioned.
Vacation home in Hudson
4.9 out of 5 average rating, 122 reviews

2 blocks to Warren ST w/ a yard and parking

ArinRating, 5 stars2 weeks ago
We stayed here for two nights. It was clean with a lot of space for our family of three. It was an easy and quick walk to the main street in Hudson.
Guest favorite
Cottage in Lanesborough
4.84 out of 5 average rating, 278 reviews

Wildlife Lakeside Cottage

KatherineRating, 5 stars2 months ago
I visited this beautiful place for valentines weekend and it was absolutely amazing, nice and clean kitchen equipped with all you need if you want to cook and the rooms were nice and cozy. Also this is a lake house so you have a beautiful view and you can enjoy outside too. We had a great time. I would only suggest to get the drive way clean from the ice/snow during winter time it was a little bit dangerous walking to our cars.

Family-friendly home rentals with a pool

Top guest favorite
Chalet in Catskill
4.96 out of 5 average rating, 191 reviews

Daydream Mountain Art-Chateau | Hot Tub & Pool

MonikaRating, 5 stars2 weeks ago
This was our second year staying here with friends, and we had such a lovely time. There's plenty to do inside the house itself even on a dreary day, with curiosities and art abound, instruments, games, fireplace, etc, a great kitchen for group meals, and spacious and comfortable rooms otherwise. Olia is very kind and responsive, with plenty tips for the local area. We'd recommend for groups or families in an instant. Nothing like relaxing in the hot tub while looking out at the mountain vista with rain pattering on the porch roof above - pure bliss.
Top guest favorite
A spacious backyard is highlighted, featuring a volleyball net between two trees and a hammock hanging nearby. Sunlight filters through the leaves of the surrounding trees, illuminating the well-maintained grassy area. A small shed is visible in the background, offering additional outdoor storage.
Home in Saugerties
4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

McKennaRating, 5 stars6 months ago
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!
Guest favorite
A tranquil swimming pond is framed by lush greenery and surrounded by wooden decking. Two lounge chairs are positioned on the deck, providing a relaxing spot to enjoy the natural scenery. A shaded area with wooden slats offers a cool retreat beside the water.
Home in Ghent
4.88 out of 5 average rating, 314 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

GaryRating, 5 stars5 days ago
Great place. As described. Met our expectations.
Guest favorite
A cozy living area features a light-colored couch adorned with decorative pillows. An armchair sits next to a window, allowing natural light to illuminate the space. Framed art hangs on the walls, complemented by a colorful area rug and a small wooden coffee table.
Home in Saugerties
4.94 out of 5 average rating, 139 reviews

5BR close to Village | Diamond Mills | HITS | Pool

BrittanyRating, 5 stars2 weeks ago
Stayed with 5 children and our dog… this home was super kid and family friendly. The yard was our favorite- fenced in, well taken care of, and the trampoline was a hit. The deck was clean and had comfortable places for lounging. Inside the kitchen had all the amenities needed to cook for ourselves, the space was super clean, and the beds were very comfortable. We would love to visit again!
Top guest favorite
A functional bathroom is equipped with a shower stall featuring a transparent door, a toilet, and a storage rack. Fresh towels are neatly arranged on the rack, and a colorful rug adds a decorative touch to the tiled floor.
Apartment in Rexford
4.96 out of 5 average rating, 359 reviews

Need a Getaway??

CindyRating, 5 stars5 months ago
Leo and Michelle were very responsive with any questions we had, and even reached out to offer us an early check in. The location was close enough to our places of interest, while still being slightly rural. The place looked just like the pictures and we felt right at home. We will stay there again when we return!
Top guest favorite
The exterior of a modern cabin is displayed, featuring large glass windows and a sleek black facade. A heated pool is visible with a smooth blue surface. Several lounge chairs are arranged around the pool, enhancing the outdoor relaxation space.
Cabin in Red Hook
4.96 out of 5 average rating, 348 reviews

Modern Upstate Cabin, near Rhinebeck NY

RichRating, 5 stars1 week ago
Tina’s place is fabulous. The modern decor and architecture is beautiful. The location is peaceful and the fenced in yard was amazing; our dog loved roaming around and exploring. The outdoor space is great for grilling and sitting around the fire pit. We especially loved the kitchen. It is fully appointed and the kitchen island is incredible for prep and serving. The washer dryer combo was an excellent touch and we were able to do a couple of quick washes so that everything was clean and ready to unpack at home. Saving the best for last; the soaker tub in the master bedroom is luxurious and relaxing. Thank you, Tina. We can’t wait to visit again soon.
Guest favorite
A modern farmhouse exterior is visible beside a crystal-clear swimming pool surrounded by grassy areas. Colorful pool floats are placed in the water, while a wooden fence and tall trees frame the peaceful setting.
Home in Saugerties
4.95 out of 5 average rating, 108 reviews

MODERN FARMHOUSE in the WOODS

BenjaminRating, 5 stars6 months ago
We had a terrific stay. The house was exactly as advertised.
Guest favorite
A large heated swimming pool is surrounded by lush greenery, with several lounge chairs arranged on a concrete deck. A float in blue and white lies on the water's surface, and an umbrella provides shade nearby.
Apartment in Saugerties
4.97 out of 5 average rating, 111 reviews

Lovely Creekside w pool/sauna near Woodstock

MelissaRating, 5 stars8 months ago
We spent three nights at Rich and Sheila's place and it was an amazing getaway. Our apartment was perfect-clean and comfy. We loved the proximity to the creek and the pool was a huge bonus! Rich and Sheila were both responsive and welcoming. We look forward to a return trip.

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore