House vacation rentals in Lee

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Lee house rentals

House rentals with a pool

Superhost
The outdoor pool is surrounded by a chain-link fence and features a concrete deck. Sun lounges and chairs are positioned nearby, with a colorful beach towel draped over a lounge chair. Lush greenery frames the area, providing a serene setting.
Home in Wilmington
4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Catherine (Lou)Rating, 5 stars4 months ago
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.
Guest favorite
A stock tank plunge pool is surrounded by a wooden deck and gravel, featuring a pink flamingo float. A lounge chair rests nearby, inviting relaxation in the natural setting of greenery.
Home in Hudson
4.96 out of 5 average rating, 156 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

ChristopherRating, 5 stars2 weeks ago
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!
Guest favorite
A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.
Home in Rhinebeck
4.89 out of 5 average rating, 141 reviews

4Br Mountain Brook House on 130 acres w/ trails

DanielaRating, 5 stars2 weeks ago
Rick's House (Hemlock House) was a wonderful getaway! We unfortunately didnt hit the best weather but the house was perfect for a cool and rainy long weekend both indoors and out. The open first floor with huge kitchen was great for hanging out and cooking with alot of cozy nooks to read and relax. There was a lot of various outdoor spaces and decks to lounge on as well and the hot tub was perfect for the cooler cloudy weather. The bedrooms were all comfy and each room having its own bathroom was another plus. We all loved the sounds of the creek and being able to walk around the trails in the back. The House is in a fantastic location - only 10 minutes from Rhinebeck which has everything you need and is great for walking around, shopping and dining. Rick was informative and provided a great guidebook with clear instructions and local resources and recommendations. Thanks for a lovely stay!
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, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars1 week ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
Guest favorite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars2 weeks ago
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***
Guest favorite
Home in Lee
4.96 out of 5 average rating, 80 reviews

Berkshire Vacation Home in Lee

EileenRating, 5 stars4 months ago
had a great family get together with our kids and grandkids! The space was perfect for all of us and a great location for skiing at both Bousquet and Butternut! Many restaurants in the area and kitchen well stocked for making family dinners. - easy access to everything - Thank you Jon for the use of your house - made our weekend great!
Top guest favorite
A large heated gunite pool is surrounded by lush green grass and vibrant trees. Lounge chairs are positioned around the pool, with umbrellas providing shade for relaxation. The tranquil setting invites guests to unwind in a serene outdoor atmosphere.
Home in East Chatham
5 out of 5 average rating, 15 reviews

Stylish Rural Sanctuary with POOL!

CharlieRating, 5 stars2 months ago
A truly amazing experience. I wholeheartedly recommend staying at Amanda & John’s home. You won’t find a better, more cared for, more beautifully appointed home. Everything you could ask for and more. Super kind, responsive hosts and every detail is considered. Great WiFi, too. If you’re looking for an experience in a spacious landscape, in quietude, with stars up above, this is the place.
Guest favorite
An inviting in-ground saline pool is surrounded by lush greenery and trees. Sun loungers are placed nearby on a spacious patio, providing a serene outdoor space for relaxation. The pool area is framed by a well-maintained lawn and natural landscaping.
Home in Cottekill
4.95 out of 5 average rating, 275 reviews

Peace & Privacy - High Falls (hot tub & salt pool)

TylerRating, 5 stars2 weeks ago
Amy & Sean's place was perfect. We choose it for its proximity to our wedding venue and couldn't be happier. The HOT Tub was just what we needed after a long day of preparing for our wedding. 100% recommend and will definitely consider staying again.

Weekly house rentals

Top guest favorite
A charming two-story house with yellow siding and gray shutters is framed by lush greenery. Solar panels are installed on the roof, and a welcoming porch is accessible by brick steps. The surrounding foliage adds a natural touch to the inviting exterior.
Home in Lee
4.97 out of 5 average rating, 35 reviews

Charming 19th Century Farmhouse

NatalieRating, 5 stars5 months ago
We had the most amazing weekend at Katherine’s place! Truly one of my favorite air b+bs I’ve ever stayed at in terms of location (right off the main drag), amenities (the wood stove!), and an incredibly responsive and helpful host. Hoping to come back some time!
Guest favorite
An inviting living space features a blue sofa adorned with colorful cushions, complemented by an orange wall. Framed artwork is displayed prominently, with a stylish hat resting on a black basket. A doorway leads to additional rooms, enhancing the room's spacious feel.
Home in Becket
4.96 out of 5 average rating, 80 reviews

Nerd Preservation Sanctuary

KaitlanRating, 5 stars6 days ago
Taryn's place is perfect for the quirky individual who is looking for eye catching and unique decor that you would not expect in a rural setting. The books, games, music selections were perfect for us and of course the "bad art" with the hilarious descriptions made for such a fun interactive experience. My only critique, which really is not the hosts fault is that my dog was able to slip through some spots of the backyard, so if you have an adventurous small doggo who cannot help but explore the beautiful surroundings on their own, please make sure they are supervised in the back yard area. My dog is about 16lbs, so if you have a medium or larger dog you might be okay with the fencing. Thank you Taryn and Bryan for the experience, I would definitely stay again.
Superhost
A charming outdoor balcony is depicted, featuring a round wooden table topped with a vase of flowers. Expansive views of lush greenery and distant hills are showcased under a bright blue sky with scattered clouds.
Home in Lee
4.89 out of 5 average rating, 19 reviews

Centrally Located Historical Home

AdaRating, 5 stars9 months ago
We stayed for three nights at this beautiful house. It is ideal for two adult couples with two bedrooms and two bathrooms, both bedrooms have queen size beds. The bedrooms are upstairs, and there is a powder room on the first floor. The house is very clean, fully equipped kitchen, nice view from the open porch. It is on a quiet street, but very close to the center of the town. Tanglewood is 13 min drive, many major Berkshire attractions are a short drive away. Lucas is very prompt in responding to any questions, all check in/check out instructions were clear. We enjoyed our stay a lot!
Guest favorite
A cozy seating area features an orange sofa adorned with decorative pillows in various patterns. The walls are accented with framed artwork and shelves displaying decorative items. Black curtains frame a window, allowing natural light to brighten the space.
Home in Pittsfield
4.95 out of 5 average rating, 20 reviews

Whispering Woods Guest House

James H, JrRating, 5 stars5 months ago
Taylor's space was exactly as described. Decorated so cute and extremely clean. Excellent amenities including well-appointed kitchen, snacks, coffee, tea, robes and slippers. Water pressure (including hot water) more than adequate. Tons of info available for "out of towners" if necessary. Communication was top notch.... accommodating, friendly and practically instantaneous. Would highly recommend. Thank you Taylor and Robert!!!
Superhost
A cozy living area is presented with a dark blue sofa adorned with yellow cushions. A medium brown coffee table occupies the center, accompanied by a magazine and remote. Natural light filters through a large window, illuminating the space.
Home in Housatonic
4.76 out of 5 average rating, 92 reviews

Cozy Berkshire Getaway

TashaRating, 5 stars1 month ago
We were happy with this AirBNB and would stay here again. It was nice and quiet but a very short drive into Great Barrington. Close to lots of hiking. Updates have been made since some of the previous reviews. There are two couches in the living room and some of the stock items in the kitchen for convenience.
Top guest favorite
A light-filled open living area features a large sectional sofa arranged around a coffee table, with a soft rug underfoot. Two expansive windows provide views of the greenery outside. A dining space with high chairs is visible in the background, enhancing the inviting atmosphere.
Home in Great Barrington
4.99 out of 5 average rating, 95 reviews

Private Home in The Berkshires (New Hot Tub!)

DanielleRating, 5 stars2 weeks ago
Great stay! This is our second time staying at Bradley’s place and it was exactly the same as last time, in a good way. Place was clean, great neighborhood, very quiet!
Guest favorite
A bright living room features a large sofa complemented by a cozy armchair. A coffee table sits in front of the sofa on a patterned rug. Bookshelves line the wall, and natural light floods in from the windows, enhancing the inviting atmosphere.
Home in Great Barrington
4.97 out of 5 average rating, 32 reviews

Charming Cottage - Walk To Town

AmandaRating, 5 stars2 months ago
Perfect location for a few friends that came for a birthday party. Was perfect. I didn’t worry about them at all, and I knew they had a quality stay
Guest favorite
A modern two-story home is surrounded by greenery, featuring large windows that provide ample natural light. A spacious deck extends from the upper floor, and red outdoor chairs are arranged on the lush lawn. The exterior showcases a combination of stone and wood finishes.
Home in Becket
4.96 out of 5 average rating, 26 reviews

New Shaw Pond Skytop Retreat in the Berkshires

NancyRating, 5 stars5 months ago
We stayed here on our way to Stowe to break up our long drive with an 8 and 2 year old. It ended up being a wonderful mini trip that we didn't want to leave. The house exceeded our expectations in terms of quality, cleanliness, and amenities. And the location was excellent - about 10 to 12 min to the nearest grocery store and downtown with restaurants, Edith Wharton's estate about 20 min away, and Great Barrington/Stockbridge were easily accessible for day trips. We plan to come back for skiing, and to take advantage of the lake activities in the summer. The only downside was the busy road, as mentioned in the listing, but the traffic quieted down in the evening and it didn't affect our sleep at night with the bedrooms located in the back of the house (husband is a very light sleeper; we did bring and use sound machines just in case).

Private house rentals

Top guest favorite
A hot tub is positioned outdoors on a wooden deck, surrounded by tall trees. Fresh towels are neatly arranged on a small table nearby. The serene lake, framed by lush greenery, is visible in the background, indicating a peaceful outdoor retreat.
Home in Canaan
4.96 out of 5 average rating, 54 reviews

Private Retreat: Hot Tub! Movie Room! Pool Table!

MusserRating, 5 stars4 days ago
This was a bit of a last minute decision to come to the Berkshires and I was grateful that Tiffany could accommodate some quick changes. The house is just as described--lots of space, nice setting, pool table was fun (and cool in the basement), and I appreciated that our two dogs could be included. Even though the house is in NY, it is not far from the hiking trails and museums. We would like to come back--a lot more to see and do in this area.
Top guest favorite
A spacious kitchen features dark cabinetry paired with granite countertops, offering ample workspace. Appliances include a large gas range and dual ovens. Natural light fills the area through sliding glass doors leading to the outdoor deck. A colorful floral rug adds a welcoming touch.
Home in Monterey
5 out of 5 average rating, 21 reviews

Berkshires Retreat | Fenced Yard + Near Tanglewood

CharmaineRating, 5 stars2 months ago
Home is very beautiful. Jim and Susan were very responsive when needed we felt right at home everything was right at our fingertips when needed. We came for a weekend girls getaway and this home helped us achieve that peace we needed. Very spacious we will be back again.
Top guest favorite
A tranquil scene showcases a modern farmhouse set against a lush green landscape. A swimming pond lies in the foreground, bordered by natural vegetation, while a wooden dock and a kayak are visible along the water's edge.
Home in Hillsdale
5 out of 5 average rating, 50 reviews

Cambridge Hill Farmhouse - Sauna - Swimming Pond

RebekahRating, 5 stars2 weeks ago
My stay at Danielle’s was so lovely, the swimming pond was so special and just created a beautiful atmosphere around the backyard. The place itself had so much character in the kitchen was greatly stocked. The sauna was lovely and could not get over the view that it had it was raining for most of my trip, but it didn’t take away from the beauty of the place. We were very grateful for how accommodating Danielle was for our arrival and departure. A heads up for anyone that is over 6 foot you will have to duck your head for every bathroom haha would not stop us from booking again though! Such a real gem!
Top guest favorite
Home in Canaan
5 out of 5 average rating, 64 reviews

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

JillianRating, 5 stars2 weeks ago
We had a slight delay to our trip due to health issues but Lisena and James were very understanding, flexible and caring. Very flexible with our check in and out during our stay since we unfortunately had to shorten it. We are looking forward to planning another night soon. Thank you for sharing your beautiful home with us. We visited the general store right down the road, definite must see, very cute friendly family owned store and was impressed with finding all local milk and products and also gluten free options for baking etc. we also went to Stockbridge to explore the town and to hilltop orchard.
Top guest favorite
The spacious living room features wood-paneled walls and a high ceiling with exposed beams. A comfortable sofa and a blue armchair are positioned around a circular coffee table. A cozy fireplace is framed by decorative accents, and large windows provide a view of the surrounding forest.
Home in Becket
5 out of 5 average rating, 5 reviews

Cabin Retreat in the Berkshire Woods

DanielRating, 5 stars3 weeks ago
Beautiful location and home! Will definitely come back
Guest favorite
The historic stone church exterior is framed by lush greenery and a manicured lawn. Towering above, the bell tower features intricate architectural details. A wooden fence surrounds the property, leading to a pathway that invites exploration of the beautiful grounds.
Home in Lanesborough
4.96 out of 5 average rating, 50 reviews

Historic Stone Church in The Berkshires

CydneyRating, 5 stars2 months ago
What an incredible stay! This enchanting old church Airbnb whisked me away to a whimsical world with its nearly 200-year-old organ and vaulted ceilings (no home ever have higher). The projector turned my stay into a March Madness extravaganza, and the bath felt like a luxurious spa retreat. I’ve stayed in many magical Airbnb’s throughout the world and this one has to be near the top for just pure uniqueness and ambience! Also, it has some amazing hiking around it in the Berkshires!
Top guest favorite
A charming cottage is illuminated from within, showcasing a welcoming porch with steps leading down to a spacious grassy yard. The exterior features light blue siding and a deck equipped with a grill, set against a backdrop of trees and a fenced yard.
Home in Stockbridge
4.89 out of 5 average rating, 97 reviews

Rabbit Run in the heart of Stockbridge Village

JenniferRating, 5 stars3 months ago
Our family had a great time staying in Anneke’s house in Stockbridge; it had everything we needed and was very comfortable! The fenced yard was also great for our dog. Anneke checked in with us several times during the trip and was very responsive. Highly recommended!
Top guest favorite
A warm fire burns within a stone fire pit, with flames flickering against the evening sky. The serene lake reflects the fading light, while a wooden dock is visible in the distance, surrounded by tall reeds and lush greenery.
Home in Lenox
5 out of 5 average rating, 26 reviews

Lakefront Retreat -Private Dock,creek,and Fire pit

LizRating, 5 stars1 month ago
Had a beautiful, relaxing stay with friends at George's place right on the lake. Loved sitting on the deck watching trout swim in the stream and deer passing by. The house is in a perfect location, short drive to both downtown Lenox and Lee. In addition, the house is right down the street from High Lawn farm which makes delicious ice cream and cheese. Can't wait to visit again!

Quick stats about house rentals in Lee

  • Total rentals

    100 properties

  • Nightly prices starting at

    G$12,589 GYD before taxes and fees

  • Total number of reviews

    5.7K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Berkshire County
  5. Lee
  6. House rentals