Lee Vacation Rentals from AED 2,174: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Lee has to offer?

Experience Three Sisters Sanctuary in Goshen, MA : This vacation home rental outside of Lee is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

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In two weeks

In two months

In three months

In four months

Our top choices for Lee vacation rentals

1. Berkshire Mountain Lodge

Pittsfield

Robert

AED 409 total

includes taxes & fees

1 Oct - 2 Oct

2. Riverside Retreat in the Berkshires

Great Barrington

Kelly B.

AED 1,163 total

includes taxes & fees

25 Sep - 26 Sep

Coffee/tea maker, fridge, microwave, oven

3. Cozy 1-bedroom studio in serene Great Barrington with AC

Great Barrington

AED 605 total

includes taxes & fees

1 Oct - 2 Oct

4. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Sherwood Forest

Sharon K.

AED 1,374 total

includes taxes & fees

28 Sep - 29 Sep

5. Treetop Hideaway in Tyringham

Monterey

"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "

Samantha G.

AED 2,143 total

includes taxes & fees

28 Sep - 29 Sep

6. Home in Great Barrington

Great Barrington

HEATHER G.

AED 1,216 total

includes taxes & fees

24 Sep - 25 Sep

Beach nearby, sun loungers, beach towels

7. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Great Barrington

Kristin O.

AED 1,206 total

includes taxes & fees

30 Sep - 1 Oct

8. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Lenox

AED 1,169 total

includes taxes & fees

27 Sep - 28 Sep

9. Ellie’s Overlook, best view in the Berkshires!

Richmond

AED 2,603 total

includes taxes & fees

28 Sep - 29 Sep

10. Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Stockbridge

Anonymous traveler

AED 3,143 total

includes taxes & fees

28 Sep - 29 Sep

4 bedrooms, travel crib, WiFi, bed sheets

11. Stylish Mid-century Modern Berkshires Cape

Lee

H B.

AED 3,206 total

includes taxes & fees

18 Oct - 19 Oct

3 bedrooms, iron/ironing board, WiFi, bed sheets

12. Cozy. Clean. Free bagel shop. 3 Fireplaces.

Great Barrington

Mark M.

AED 2,716 total

includes taxes & fees

28 Sep - 29 Sep

13. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Pittsfield

AED 1,953 total

includes taxes & fees

13 Oct - 14 Oct

14. Cozy Camper tucked into the woods

Sandisfield

"This was a completely hidden gem. I stayed here for one night because I was visiting a friend but I wished I had booked it longer. My friend and I ended up staying here the whole time. I woke up to the sounds of crickets and chickens, and had fresh eggs for breakfast. Then I went for a hike in the pristine woods. Matt and Grace offered to let me use the paddle boards to enjoy the lake! It was a total vacation… no need to go anywhere else. The camper itself was extremely clean and adorably...

hannah w.

AED 740 total

includes taxes & fees

5 Oct - 6 Oct

15. Vacation Village in the Berkshires

Williamstown

Jacob

AED 431 total

includes taxes & fees

27 Sep - 28 Sep

16. Real Estate: Therapy - Lake, Laundry, Love it

Sherwood Forest

William C B.

AED 1,054 total

includes taxes & fees

27 Sep - 28 Sep

17. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Sherwood Forest

Frank M.

AED 1,445 total

includes taxes & fees

29 Sep - 30 Sep

18. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Hancock

AED 863 total

includes taxes & fees

24 Sep - 25 Sep

19. NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

Varun M.

AED 756 total

includes taxes & fees

24 Sep - 25 Sep

20. Micosta Leisure Inn

Hudson

Kim

AED 442 total

includes taxes & fees

13 Oct - 14 Oct

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Top Lee Hotel Reviews

Gateway to the Berkshires - Renovated downtown apartment

10/10 Excellent

"Upon entry we noted how clean and orderly the apartment was. It was Founders Day weekend so the location was excellent as it is right in the middle of the action and didnt require driving and/or having to pray for a parking spot. We would most definitely stay there again. Communication with Emmy was quick and she always had an answer for any stupid question I had for her. Well worth it for us."

Sunset Inn

8/10 Good

"We were in town for a show at Tanglewood in Lenox. Concert had been rescheduled with little notice; so it put us in a tight spot with no time to add time to being in the Berkshires. I just looked for an inexpensive overnight to just sleep before heading back home the following morning. I wasn't expecting much. We were pleasantly surprised. Our little room was clean and felt safe. We could open the windows! The bed and pillows were very comfortable. We slept great. The location was perfect; walked into town for a really good meal before heading to the show. The following morning breakfast restaurant just doors away was incredible! This hotel is out of the 60's in its character and charm. The one man operation is very efficient in responding to the check-in buzzer and to answering the phone for a quick question. We didn't use the shower or the TV; so I can't say anything about that."

Chambery Inn

8/10 Good

"This is a charming little inn. We enjoyed a cozy suite with a fireplace and a hot tub. The bed was very comfortable and the doorside delivery of hot coffee and a continental breakfast in a cute picnic basket was a nice touch. Although the room was at the basement level (with small windows at the top of the ceiling), the fireplace added nice ambiance. The bathroom soaps and shampoo were a bit basic, but absolutely serviceable. And while we never met the innkeepers, they had left the keys and a useful packet of information for us when we arrived. This was a nice location for our two day stay to experience music at Tanglewood. I would stay here again."

Frequently asked questions

Can I find a vacation rental in Lee?

Yes, you can find vacation rentals in Lee near Berkshire Scenic Railway Museum, or you can go with a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and museums in Lee. Leave plenty of time to check out the shops and lakeside during your trip.

What are some of the best vacation home rentals that Lee has to offer?

Experience Three Sisters Sanctuary in Goshen, MA: This vacation home rental outside of Lee is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

How many vacation rentals are there in Lee?

Choose from 44 Expedia vacation rentals in Lee for a memorable vacation.

What can I see and do in Lee?

Cultural attractions include Berkshire Scenic Railway Museum and Animagic Museum of Animation, whereas Goose Pond Reservation and Housatonic River are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Berkshire Mountain Country Store and Lee Premium Outlets.

What are vacation rentals like in Lee?

Vacation rentals are privately owned properties you can book for several days or longer in Lee. Vacation rentals feature amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

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Check prices for these dates

Our top choices for Lee vacation rentals

1. Berkshire Mountain Lodge

2. Riverside Retreat in the Berkshires

3. Cozy 1-bedroom studio in serene Great Barrington with AC

4. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

5. Treetop Hideaway in Tyringham

6. Home in Great Barrington

7. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

8. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

9. Ellie’s Overlook, best view in the Berkshires!

10. Walk into town, soak up sun on enclosed porch & steps away from nature trails!

11. Stylish Mid-century Modern Berkshires Cape

12. Cozy. Clean. Free bagel shop. 3 Fireplaces.

13. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

14. Cozy Camper tucked into the woods

15. Vacation Village in the Berkshires

16. Real Estate: Therapy - Lake, Laundry, Love it

17. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

18. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

19. NEW RENO - Chalet-style farm loft near Tanglewood

20. Micosta Leisure Inn

Find vacation rentals that suit your style

Top Lee Hotel Reviews

Gateway to the Berkshires - Renovated downtown apartment

Quality Inn Lee - Lenox South

Berkshire Lake Lodge

Sunset Inn

Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!

Chambery Inn

Modern And Spacious Berkshires Retreat 5 bdrm 3 bath

Devonfield Inn B&B

Goose Pond Landings | Private Dock • Kayaks

Frequently asked questions

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