Family-friendly vacation rentals in Raymond

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Popular amenities for Raymond family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
An inviting outdoor pool area features a hot tub bubbling with water, surrounded by lush trees. A larger swimming pool is also visible in the background, along with lounge chairs positioned along its edge. The serene atmosphere is complemented by ample greenery.
Condo in Bartlett
4.87 out of 5 average rating, 303 reviews

Attitash Studio | 5min to Storyland| Pools

JasmineRating, 5 stars4 days ago
Was a nice peaceful stay for the most part. The pools were nice to swim in although it seems not everyone seemed to want to follow the pool rules. Doesn't help that there were no lifeguards to ensure kids remained safe other than the parents. A few times I saw individuals in the pool water with either glass or an open drink in hand. Saw kids diving into the pool and even witnessed a few hurt themself. But other than that, the hot tub was so lovely to soak in. The arcade room was fun to play in. It was cool to see there was a lot to be able to do in the area for yourself. Definitely wish there was more to do in the area other than the classic tourists spots. A lot of beautiful spots to hike. We ended up checking out Diana's Bath and it was a gorgeous spot to watch cascading waterfalls or have a tiny dip. Would definitely check out this space again and maybe spend a few more days to truly appreciate the environment and mountains ^-^
Superhost
A serene lake reflects the surrounding mountains under a clear blue sky. The still water mirrors the lush forests and gentle hills, creating a harmonious blend of nature. Soft clouds are visible above the landscape, adding depth to the tranquil scene.
Home in Tamworth
4.82 out of 5 average rating, 99 reviews

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim

KarenRating, 5 stars1 month ago
We had a wonderful time. The house was perfect. It was a short walk to the lake. Very peaceful and quiet. Loved having 3 full bathrooms. It was a short drive to Conway for shopping and restaurants.
Guest favorite
A spacious room features a large bed with plush bedding against a warm-toned wall. A relaxing jetted tub is positioned beside it, with soft lighting provided by bedside lamps. A window allows natural light to enter, enhancing the overall calm and comfortable ambiance.
Apartment in Bartlett
4.89 out of 5 average rating, 261 reviews

Attitash Retreat

ZaneRating, 5 stars2 weeks ago
Had a great time peaceful get-away with great mountain views. Climbing,swimming,snowboarding, and all outdoor sports within close distance. I would definitely stay again
Top guest favorite
A spacious outdoor area features several horses roaming in a fenced pasture, with trees providing a natural backdrop. A rustic barn and a house are visible in the distance, surrounded by lush greenery. Paths lead towards a gravel road nearby.
Loft in Andover
4.98 out of 5 average rating, 169 reviews

Private studio loft, decks and hot tub

DanielleRating, 5 stars2 months ago
I was happy to return to stay at Deb's, this time around in the studio loft. It was very spacious and comfortable and included anything that you might want or need. It was a perfect spot for me to rest while watching ski races at Black Mountain for the weekend. Thanks for being a wonderful host once again, Deb!
Guest favorite
A private deck area showcases a hot tub, emitting a soft blue light. Two chairs are positioned nearby, with a decorative cushion displayed on one. Lattice fencing and greenery provide privacy, creating an inviting setting for relaxation at night.
Apartment in Topsham
4.87 out of 5 average rating, 549 reviews

Cozy hot tub haven

AshleyRating, 5 stars1 week ago
Wendy’s place was really nice and the hot tub is very private.. we definitely got our usage out of it… Wendy herself was extremely kind and open minded. She didn’t rush us out come check out, instead, she encouraged us to stay a little longer and enjoy the hot tub before our long journey back home.. she gave us good tips about golden gems only locals know about 🥰 She did have a cool book to share reviews but I didn’t have a pen.. also we left grape soda in the fridge from Canada for the next person to try!! Thanks again Wendy 5⭐️
Guest favorite
A hot tub is positioned amidst a wooded area, surrounded by tall trees and lush greenery. The bubbling water reflects soft, colorful lights, creating a relaxing ambiance. Firewood is stacked nearby, enhancing the natural setting of the private outdoor space.
Cabin in Carroll County
4.84 out of 5 average rating, 758 reviews

The Overlook/Cozy 2 bed/Hot Tub/Wood Stove/Firepit

JillianRating, 5 stars1 week ago
Wished we did more than one night at Scott's place! It's definitely equipped to spend more time. The two full bathrooms was a huge plus and the first floor one was super private for added comfort. Excellent water pressure, the hot tub was pristine and maintained, and so was the sauna. Despite the hot weather we used both and loved this perk! Bed in the main bedroom (the only one we used) was very comfortable and felt clean. Having to do laundry in the morning was a bit non-vacation-y feeling but easy enough. Great stay overall!
Guest favorite
The image showcases a bright interior with vaulted ceilings, featuring large angular windows that allow natural light to fill the space. A rustic brick fireplace with a black stove is centered against a wall. A wooden ceiling fan hangs above, enhancing the cabin-like atmosphere.
Home in Waterford
4.85 out of 5 average rating, 239 reviews

Maine Lakes Region house (private hot tub)

PatrickRating, 5 stars3 months ago
The spot was perfect for a weekend of skiing and riding snowmobiles. Exactly what we were looking for in a vacation home. Paul was great at recommending places and his response time was great. Also the wood burning stove made the weekend cozy and perfect.
Guest favorite
A spacious stone courtyard features a large stone fireplace surrounded by seating areas. Potted plants add greenery to the space, with outdoor furniture, including a table and chairs, positioned for relaxation. Strings of lights outline the patio, creating a welcoming ambiance.
Cabin in Rochester
4.94 out of 5 average rating, 229 reviews

awesome private cabin

JoshuaRating, 5 stars2 weeks ago
Dave was an amazing host and he provided the best possible get away for our first wedding anniversary. It was private there is so much beautiful outdoor art to look at and the hot tub was the perfect way to wind down after the day. If there was a 6 star option I would give it this was everything we wanted and needed and then some

Family- and pet-friendly home rentals

Guest favorite
A charming white cottage with a sloped roof is situated near the water's edge. Orange window boxes add a pop of color to the exterior, while a stone patio features several wooden chairs. Lush greenery surrounds the property, providing a natural backdrop.
Home in Bath
4.91 out of 5 average rating, 344 reviews

Gorgeous Studio on the Kennebec

JamesRating, 5 stars1 week ago
Perfect weekend retreat for a small family with a young one. Close to downtown, museum, and the firepit was so nice at night. 5 stars all around and will return in the future. Thanks Phillip!
Guest favorite
Two vintage-style homes are set against a backdrop of tall trees under a clear blue sky. One home is slightly elevated, showcasing a classic white exterior with dark shutters, while the other features a wraparound porch and larger windows, blending harmoniously with the natural landscape.
Apartment in Freeport
4.92 out of 5 average rating, 227 reviews

1000 sq. ft. 1BR+ Apt Close to Town & Nature

GemmaRating, 5 stars2 months ago
A beautiful and cozy space with lovely natural light and generous room to spread out. The full kitchen is equipped like a real home, with everything from basic pots and pans to whisks and even nut crackers! A great place for cooking full meals. A nice quiet location, even with its relative proximity to a regularly-traveled road. I'm sensitive to noise and was never bothered by sounds of traffic. Pettengill Farm is only a few minutes up the road, a beautiful place to walk for both dogs and humans and really easy to access multiple times a day. Mandana was always very responsive to communication, and when there was a glitch with Airbnb's fee calculation she was extremely helpful and approachable and took care of it immediately.
Top guest favorite
Island in Monmouth
4.99 out of 5 average rating, 227 reviews

Island Glamping in a Luxury Tent in Maine

LloydRating, 5 stars3 weeks ago
Incredible place. The island is beautiful, and everything is ready for you so you don't have much to do. Kent was great at communicating, gave us all the information we needed and was quick to help us, making the whole experience very easy. We will be back
Superhost
An open concept kitchen and dining area is visible, featuring a red retro fridge, white cabinetry, and a wooden dining table with black chairs. Natural light is provided by several windows, illuminating a minimalist decor style with a vase of flowers and a laptop on the table.
Condo in Brunswick
4.85 out of 5 average rating, 179 reviews

New 2BR 2King beds Private Apt Downtown Brunswick

HannahRating, 5 stars1 month ago
Great place to stay in Brunswick! Extremely walkable to the downtown restaurants and shops. Clean and bright space with spacious bedrooms (enough space to throw a pack-and-play in one of the bedrooms). Beds were comfortable and living room/kitchen good for socializing! Bonus — you can also access the Androscoggin River path for a nearby dose of nature and water. This is the second location of Spencer’s we’ve stayed in (the other about two years ago) and both stays were awesome. Highly recommend for a trip to Brunswick!
Top guest favorite
The chalet is showcased in a winter scene, featuring a large deck adorned with lights. Snow blankets the ground, and the building's rustic architecture is highlighted by sloped roofs. Surrounding trees are dusted with snow, creating a serene and inviting atmosphere.
Chalet in Whitefield
4.97 out of 5 average rating, 265 reviews

Mountain View Chalet

JessicaRating, 5 stars4 days ago
The mountain Chalet was great! I had a nice and peaceful stay up there with my dog! When we arrived there was an adorable welcome basket with stuff for both of us! The chalet was adorable and had everything we needed for the weekend! We loved hanging in the sun porch and playing in the backyard. The location was also great close to a lot of walking trails and hikes. I would definitely recommend staying here!!
Top guest favorite
Home in Eaton
4.97 out of 5 average rating, 314 reviews

White Mt Retreat with New Kitchen and Beach Pass

TonyRating, 5 stars1 month ago
The listing, the communication, the home, the location…all exceptional. Haven’t had a nicer place than this in a while. It was quiet and very comfortable. Minutes from great food, shopping, and things to love in the North Conway area. Very much recommended
Guest favorite
A spacious kitchen features white cabinetry with modern hardware and a large island with a wooden countertop. Black appliances, including a refrigerator and stove, complement the granite countertops. A window above the sink allows natural light to enter, enhancing the functionality of the space.
Home in Bridgton
4.91 out of 5 average rating, 315 reviews

Lake Region Comfort, Close to Everything!

JamesRating, 5 stars2 weeks ago
Everything was great! Very close to the town center of Bridgton and the place had everything we needed. Loved the DVD collection and the beds were SO comfy!
Superhost
Cottage in Freedom
4.79 out of 5 average rating, 483 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Leigh AnnRating, 5 stars3 weeks ago
Helen was actually wonderful. She returned calls and everything. It was a great place to stay beautiful and hope to stay there again someday.

Family-friendly home rentals with a pool

Guest favorite
A private outdoor deck features a red Adirondack chair overlooking expansive green landscapes and distant mountain views. Soft lighting is provided by lanterns hanging from a sturdy wooden pergola, creating a peaceful setting for relaxation in nature.
Condo in Intervale
4.94 out of 5 average rating, 169 reviews

Upscale retreat w/ panoramic White Mountain views

ChrisRating, 5 stars8 months ago
We really enjoyed our stay at Lisa’s house in our white mountains foliage trip. Very quiet and stunning views of the mountains in color right in the living room. Secluded location but very short drive to Jackson and Conway. We would be happy to return again. Highly recommended!
Guest favorite
A large outdoor pool area is surrounded by lounge chairs in vibrant colors. The pool is complemented by neighboring buildings with multiple windows, providing a welcoming atmosphere. The concrete patio offers ample space for relaxation and sunbathing, with a barbecue area visible in the background.
Condo in Wells
4.85 out of 5 average rating, 187 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

SusanRating, 5 stars6 days ago
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones
Guest favorite
A wooden playground structure is displayed with a slide and swings, set on a sandy area. The structure features a playhouse design beneath a slanted roof, surrounded by green grass. Nearby, laundry is hung on a clothesline, and trees form a natural backdrop.
Condo in Bartlett
4.92 out of 5 average rating, 461 reviews

Across from Storyland & in the Heart of the Mtns

MonamiRating, 5 stars3 weeks ago
Beautiful place, has everything you might need. Very convenient location , close to storyland, restaurants and convenience stores . The restaurant recommendations from the host were great
Guest favorite
An indoor pool area is shown with large windows allowing natural light to fill the space. Several individuals, including adults and children, are engaged in swimming and playing. Comfortable seating is available along the poolside, and steps lead to the water.
Condo in Bartlett
4.84 out of 5 average rating, 357 reviews

Quiet Condo Close to Shopping and Attractions

KeighleyRating, 5 stars2 weeks ago
Amazing place! Clean, lots of amenities, and the place had all the basics you could need! I will definitely be referring friends and returning for future trips!
Guest favorite
A modern kitchen is visible, featuring stainless steel appliances, including a refrigerator and stove. Dark cabinetry offers storage, while a dining table with four wooden chairs is positioned nearby. Natural light enters through a window, illuminating the marble floor.
Condo in Laconia
4.91 out of 5 average rating, 363 reviews

Million $ View of Lake Winni Flexible check in/out

NathanRating, 5 stars1 month ago
The place was great. Quiet with beautiful views. Lots of games which was helpful because it rained a lot during our stay. 10/10 would recommend and stay again. Host was very helpful and kind. The woman that cleaned the pool was also very sweet. My 8 year old was itching to swim in the freezing pool when it wasn’t quite ready and she offered to come to our room and let us know when she was done. Thank you for having us!
Guest favorite
A comfortable living area is presented with a dark leather sofa and two wooden lounge chairs. Soft lighting from lamps creates a warm ambiance. A coffee table stands at the center, and large sliding glass doors open to a view of the outdoor grounds.
Condo in Bartlett
4.89 out of 5 average rating, 264 reviews

Intimate Garden Style Condo with Mountain Views

MollyRating, 5 stars4 months ago
We had a wonderful stay here! We were up for a weekend to enjoy the snow and mountains and appreciated how close it was to everything we planned. We had a snow storm the second night and the grounds maintenance was perfect, we had no problem walking right out the door. We would recommend heading for a stay!
Superhost
An indoor swimming pool is centrally located within a spacious community center. The pool features a lane divider and is surrounded by an area for seating with wooden lounge chairs. Natural light filters in through large windows, highlighting the wooden beams overhead.
Chalet in Campton
4.9 out of 5 average rating, 377 reviews

Mountain cabin with views, privacy, and more.

MeetRating, 5 stars1 week ago
We had an amazing stay at Russ’s place in Campton, NH! The home is tucked away in a peaceful spot, surrounded by nature — perfect for anyone looking to relax and unwind. The privacy was top-notch, and everything was incredibly clean and well-maintained. You can truly feel the care put into the space. We had a great time and would definitely recommend it to anyone looking for a serene getaway!
Guest favorite
A covered patio area is shown with bright red chairs facing a panoramic view of lush green mountains under a clear blue sky. The surrounding landscape features a mix of greenery and distant mountain peaks.
Chalet in Bartlett
4.92 out of 5 average rating, 209 reviews

*Chalet in the Sky|NorthConway+StoryLand|Outlets

SamuelRating, 5 stars6 days ago
Krysten's chateau was perfect for a family trip with my girlfriend, my sister and my sister's husband! The two bedrooms were very tidy and cozy and both bathrooms had plenty of towels and soaps. Krysten left thoughtful touches through the space such as a guide book with recommendations for places to visit, restaurants, and instructions for check in, check out, and how to use all of the amenities. the view from the back porch was beautiful and this made for a very cozy, yet spacious, place to rest after long days of hiking various trails (and Mt. Monroe) and visiting the surrounding areas, including North Conway. This space would be especially great for families with kids because there are board games included by the owner(s), bunk beds in the second bedroom as well as a second queen bed, and you would be in arms reach or Story Land! Overall, I would 10/10 recommend this AirBnb to anyone looking for an affordable, renovated, clean, and beautiful space for their trip to New Hampshire!

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

  • Total rentals

    210 properties

  • Nightly prices starting at

    G$20,915 GYD before taxes and fees

  • Total number of reviews

    5.4K reviews

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    210 properties include access to wifi

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