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

Guest favorite
A two-story red cottage is nestled among tall trees, showcasing a classic design with multiple windows and balconies. A gravel driveway leads to the entrance, providing access to outdoor spaces. The surrounding wooded landscape adds to the cottage's natural setting.
Home in Bearsville
4.92 out of 5 average rating, 231 reviews

A Cozy’s Woodstock Getaway Home

ClancyRating, 5 stars2 months ago
This space is so lovely, the hot tub worked perfectly and provided many cozy nights outside. The plants are BEAUTIFULLY tender and bring a loving atmosphere to the space. the linen sheets were so wonderful at the end of the day. we made it up the hill in a Honda insight, but if it were a tiny bit icy I don't think we would have been able to make it. definitely use 4wd if you have it. the hosts were very responsive. if the noise is too much in the bedroom at night (critters, rain,etc.) be sure to use the fan they provide, it helped us a lot :) the kitchen was a delight to use. sharp knives. big, metal surfaces. nice gas stove. big fridge.
Superhost
A welcoming living area features a red area rug under a wooden coffee table, surrounded by a mix of seating options including a leather armchair and two patterned chairs. Natural light enters through a large window, highlighting a brick fireplace and nearby kitchenette.
Home in Woodstock
4.84 out of 5 average rating, 110 reviews

2 BR , Fireplace & Hot Tub @ heart of Woodstock

AndrewRating, 5 stars3 months ago
We had a wonderful time at Mirav’s place in Woodstock. Made great use of the hot tub and the fireplace. We absolutely plan on returning soon!
Guest favorite
A year-round hot tub is situated on a wooden deck, surrounded by trees. Adjacent to the deck, a screened porch features a dining table and chairs, inviting outdoor relaxation. Soft sunlight filters through the foliage, enhancing the natural setting.
Home in Bearsville
4.92 out of 5 average rating, 134 reviews

Secluded Artist's Retreat with Hot tub

DavidRating, 5 stars5 months ago
We had an amazing stay! The setting was absolutely beautiful, with stunning views and a peaceful atmosphere. The space was impeccably clean, which made our stay even more enjoyable. One of the highlights was the hot tub – it was the perfect way to unwind after a day of exploring. The host was incredibly responsive and saved us with a last-minute booking, which we are so grateful for. We couldn’t have asked for a better experience. Highly recommend!
Guest favorite
A modern house is surrounded by trees with colorful autumn leaves. The exterior features a wraparound deck, and snow lightly covers the ground and plants. Clear blue skies enhance the peaceful outdoor setting, creating a serene atmosphere.
Home in Rhinebeck
4.92 out of 5 average rating, 236 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

BobRating, 5 stars2 weeks ago
We enjoyed our 2-night stay at Enrique's Rhinebeck home. It's out in the country, very peaceful, and very quiet at night. About an 8 minute drive to the charming town of Rhinebeck. We were out riding the rail trails during the day, but when at the house, really enjoyed the deck, hot tub, and screened porch (later at night when it got buggy). The kitchen is well appointed. Bedrooms and bathrooms are on the smaller side. Definitely would consider staying here again if ever back in the Rhinebeck area.
Top guest favorite
The spacious A-frame home is set against a backdrop of vibrant trees and lush greenery. A well-manicured hill leads to the house, which features large windows allowing natural light to fill the interior. The bright blue sky complements the tranquil outdoor scenery.
Chalet in Dover
4.97 out of 5 average rating, 113 reviews

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

CaterinaRating, 5 stars3 months ago
Great location! This was a two family trip up to Mt Snow. We had a wide range of ages and 2 dogs. The house had plenty of toys and things for the kids to do - their favorite was the scavenger hunt! The kitchen is one of the best stocked kitchens compared to other Airbnbs we have used. The beds were comfortable - plenty of extra pillows and blankets. The couch and chairs in the living area were also very comfortable. The hot tub was very nice and enjoyable after everyone went skiing.
Guest favorite
The charming country house showcases a light-colored exterior with symmetrical windows and a covered porch. Lush greenery surrounds the entryway, providing a welcoming feel. The roof features a gabled design, and a garage is positioned on the left side of the image.
Home in Elizaville
4.86 out of 5 average rating, 101 reviews

Peaceful Hudson Valley Retreat House with HOT TUB!

JessicaRating, 5 stars1 month ago
Great spot to gather with friends. So close to trails and lovely towns. Loved the wood stove and hot tub!
Guest favorite
An aerial view captures the expansive landscape surrounding the barn, featuring vibrant autumn foliage and rolling mountains in the background. A serene pond is nestled among the trees, with the property’s expansive lawn visible in the foreground, emphasizing the natural beauty of the 12-acre site.
Home in Saugerties
5 out of 5 average rating, 151 reviews

Upstate Modern Scandinavian Barn in the Catskills

GailRating, 5 stars1 week ago
Fantastic place. My adult children had a blast playing basketball and tennis. The pool table and piano were thoroughly enjoyed --piano sounded well tuned. Views out of living room are particularly stunning. Hot tub was also great amenity and great after long day. Tons of toys for my grandson to enjoy. We cooked incredible meals and there were plenty of supplies for that. Highly recommend fur faculty reunion or sporty families. Near to everything
Superhost
A wooden deck extends from the cabin, featuring a sturdy railing and steps leading down to the ground. The exterior of the cabin is painted in calming green, with large windows allowing natural light to flood in. Surrounding trees create a serene and private ambiance.
Cabin in Woodstock
4.83 out of 5 average rating, 147 reviews

Contemporary Cabin With Fireplace

HanRating, 5 stars3 weeks ago
Had a lovely weekend getaway here! Mirav’s place was clean and quiet, and everything was as described. We enjoyed the hot tub and the close proximity to Woodstock; it’s less than a 10 minute drive, so easily accessible for good food and cute shops. Would definitely stay again!

Family- and pet-friendly home rentals

Guest favorite
A charming wooden house is set among trees with green leaves and a gently landscaped pathway. Warm light emanates from the windows, illuminating the porch area. The seasonal fallen leaves create a natural carpet on the ground, enhancing the serene woodland surroundings.
Cabin in Woodstock
4.97 out of 5 average rating, 149 reviews

Pet Friendly Cabin Doh-Ray up at 1450 ft

MariaRating, 5 stars3 weeks ago
This is the place to go if you want to be immersed in nature. You are definitely in the woods and surrounded by lush green. There is a pond glistening in your view from the back screened in porch. A lovely spot to have a curl up with a good book.!
Guest favorite
A scenic view from a wooden deck showcases rolling green hills and tall trees. A tranquil pathway winds through the landscape, leading to nearby homes. Gentle sunlight filters through the foliage, enhancing the natural beauty of the surrounding area.
Home in Palenville
4.95 out of 5 average rating, 174 reviews

Serenity Retreat: Mountains, Waterfalls, Comfort

ChrisRating, 5 stars3 days ago
Beautiful quiet private setting. Everything as advertised, clean, and great communication throughout. Would definitely stay there again! Thanks so much for a beautiful stopping place on our travels!
Guest favorite
A well-lit corner showcases a wooden table set for a game of chess, surrounded by four wooden chairs. Large windows allow natural light to illuminate the space, framed by a colorful stained glass panel. The warm wood ceiling and floor add to the cozy ambiance.
Cottage in Greenville
4.91 out of 5 average rating, 224 reviews

Historic farmhouse escape on 14 scenic acres

BarbaraRating, 5 stars2 months ago
Location and space worked out perfectly for our little surprise birthday party. Clean, comfortable, spacious. Charming old farmhouse.
Guest favorite
A stylish studio space features a partial wall separating the bedroom from the living area. Vintage license plates adorn the wall, complementing the open shelving with kitchenware. A mirror reflects light, and a textured area rug adds comfort to the wooden floor.
Apartment in Mechanicville
4.89 out of 5 average rating, 102 reviews

Eclectic Studio for Two - No Sleep ‘Til Brooklyn

MegaRating, 5 stars3 weeks ago
What a beautiful space to book! All pictures are exactly as joe displayed. Joe and his team we're nothing but a first class operation, even with a short notification of our plans to stay. I would highly recommend this space or any location that Joe offers.
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, 123 reviews

2 blocks to Warren ST w/ a yard and parking

GregRating, 5 stars1 month ago
Wonderful location. Easy parking. Walkable to restaurants & stores. Comfortable furnishings. Cozy bed. Nice staples - coffee filters, spices, body wash, shampoo, etc. Responsive host. Very pleased w our choice.
Guest favorite
A sunlit room features a high, wooden ceiling and multiple large windows, providing views of the surrounding trees. Comfortable seating arrangements, including wicker chairs and a leather recliner, are complemented by natural light illuminating the space.
Home in Woodstock
4.94 out of 5 average rating, 138 reviews

Woodstock Secluded Close to Town

KenRating, 5 stars1 month ago
We had a great stay. The home is just like the photos showed, and is quiet and secluded and yet only a couple minutes drive from town. Our hosts were proactive and got us acclimated right away. It was perfect for a weekend getaway.
Top guest favorite
A charming cottage is surrounded by vibrant autumn foliage. A spacious deck with blue railing is visible, accompanied by a nearby picnic table and fire pit nestled among the trees. The landscape features a well-maintained lawn, creating a serene outdoor space.
Cottage in Cornwallville
4.93 out of 5 average rating, 115 reviews

Cozy Catskills Reteat with Geothermal Heat

ChristopherRating, 5 stars1 week ago
We rode across the state on motorcycles, which made for a long and borderline miserable day, and were very happy to finally land at Niall and Clare's home for a couple of days. The listing was very accurate and their suggestions and instructions were very helpful. Niall ended up helping us with usage/instructions for their nice Weber grill (it was easy), and we also made breakfast in the mornings. Everything was clean and neat and very homey and I would love to stay here again in the future. We also enjoyed a really nice "Irish Alps" experience around the corner at the Shamrock with a circle of folks with instruments singing and laughing together in the barroom.
Guest favorite
A cozy living area features a stone fireplace and a circular wooden dining table with four seats. Multiple large windows provide views of the surrounding nature, while a small decorative red toy wagon and various potted plants add charm to the space.
Farm stay in Coeymans Hollow
4.85 out of 5 average rating, 124 reviews

Magic Forest Farm’s Purple Palace

RonghuaRating, 5 stars1 month ago
Charming historic house with great view in a secluded area. More room than I expected and comfortable. Kids had fun feeding the animals. Glad we discovered the hut and stage nearby. Looks like a nice spot to come back during warmer weather for camping and more trail exploration.

Family-friendly home rentals with a pool

Top guest favorite
A large kidney-shaped pool reflects the clear blue sky, bordered by a spacious patio area. The two-story brick home with teal doors and large windows is visible in the background, surrounded by lush greenery and a fence for added privacy.
Chalet in Catskill
4.96 out of 5 average rating, 193 reviews

Daydream Mountain Art-Chateau | Hot Tub & Pool

KristenRating, 5 stars1 week ago
The house is so beautiful and unique, and there is art everywhere you look. It inspires creativity! The hot tub and pool are incredible. The house has everything you need to feel at home. It's quiet and peaceful, and the view is out of this world. This is such a wonderful place for a getaway. Our family had a great time, and we can't wait to visit again soon! Olia made sure we had everything we needed and provided great suggestions for things to do in the area. It was an amazing holiday getaway!
Top guest favorite
An outdoor deck surrounds a circular swimming pool, complemented by a patio table and chairs. Several lounge chairs are arranged near the pool, and a large umbrella offers shade. Lush greenery borders the space, creating a private and serene environment.
Home in Saugerties
4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

McKennaRating, 5 stars7 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, 317 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars6 days ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
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, 351 reviews

Modern Upstate Cabin, near Rhinebeck NY

EllieRating, 5 stars1 week ago
We recently stayed at Tina's and had a great time. The location is secluded, incredibly peaceful and quiet — all you can hear are the birds in the morning. The home itself is clean and looks just like the photos. We also loved that we could bring our dog along with us. We live in the city so our pup doesn't get to touch much grass, and he had a blast running through the fenced-in yard. Although we originally booked because the house has a pool and we were hoping for good weather, it rained almost the entire time we were there... Nonetheless, it felt like the coziest home for a rainy weekend, and we really enjoyed our stay. We loved sitting inside by the fire to watch a movie, cooking in the kitchen and building a fire outside when the rain stopped. The location was also great for driving into Rhinebeck, Red Hook, Hudson and surrounding breweries and wineries.
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 stars7 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 stars9 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.
Guest favorite
A scenic aerial view showcases an outdoor pool surrounded by greenery, with mountain vistas in the background. Lounge chairs line the poolside, inviting relaxation. The property features a blend of manicured gardens and natural landscaping, creating a peaceful environment.
Home in Woodstock
4.91 out of 5 average rating, 200 reviews

Woodstock Romantic Mountain Studio w/ Pool

JannineRating, 5 stars7 months ago
We loved this cute studio cabin at the end of a quiet lane in the woods. The host was accommodating and left a welcome basket with tea & muffins for our arrival. The whole unit was clean and well maintained with basic equipment for cooking. We enjoyed sitting on the veranda watching the wildlife. Convenient location for Woodstock for coffee and food, & Ashokan reservoir for walking and cycling. There were a few potholes on the access road to the property which deer use to drink from (☺️). We loved that the cabin was bug free and did not have any trace of bug spray! (We get very bad reactions to that stuff). Thank you for hosting & being respive. Recommend for a weekend 👍🏼
Superhost
A clear, blue saltwater swimming pool is surrounded by lush greenery and tall trees. Lounge chairs are positioned by the poolside, with a stone path leading to the water. The tranquil setting provides a sense of privacy and relaxation.
Home in Hudson
4.93 out of 5 average rating, 243 reviews

Casa Luna Country Retreat with Pool, Hudson, NY

JakeRating, 5 stars8 months ago
Amazing amazing for a birthday weekend. Good proximity to Hudson while still feeling in the woods. So clean and cozy.

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    $70 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