Title: Lenox Vacation Rentals from CA $153: Short-Term Rentals for 2025 | Expedia.ca

  

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# Lenox Vacation Rentals

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## Check prices for these dates

In two weeks

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8587&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=8587&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=8587&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=8587&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Lenox

![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/5c348ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/ebd04e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/eda478dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/f5477a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ponds at Foxhollow

Lenox

8.6/10

Excellent

(131)

"We were 4 adult friends sharing a 2-bedroom and enjoyed the size of the space and the location of the condo was under a 10 min drive to all the sights"

[](https://www.expedia.ca/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/5bf808fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/aa306e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/d7946d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/aa330ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Kemble- Built by a US Secretary of State in Lenox

Lenox

10/10

Exceptional

(17)

"Loved the property. Perfect for our gathering."

[](https://www.expedia.ca/Lenox-Hotels-The-Kemble-Built-By-A-US-Secretary-Of-State-In-Lenox.h76003386.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/02c7301e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/e175fcb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/a366bf74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/b2d17216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amore Estate - beautiful room with many places to explore and relax in.

Lenox

9.2/10

Wonderful

(31)

"Beautiful property. The house and grounds, including a beautiful pool were amazing. Loved sitting on the porch and watching the birds.So much to do in the Berkshires, would definitely like to come back."

[](https://www.expedia.ca/Lenox-Hotels-October-Mountain-Escape.h91593496.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/22f66f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/dd2937db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/589cb0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/f9dd0939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil Lakeside Escape in the Berkshires

Lenox

10/10

Exceptional

(1)

"perfect location to go everywhere in the Berkshires"

[](https://www.expedia.ca/Lenox-Hotels-Tranquil-Lakeside-Escape-In-The-Berkshires.h116593874.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34008000/34007913/2800c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34010000/34008000/34007913/2cd290f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34008000/34007913/a4d043dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34008000/34007913/b0c97427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enjoy comfortable elegance in this secluded grand home located in town

Lenox

10/10

Exceptional

(73)

"We stayed for a weekend at this beautiful home. It was very clean, and a perfect location - walking distance to Lenox and a very short drive toTanglewood. We really enjoyed our stay! "

[](https://www.expedia.ca/Lenox-Hotels-Enjoy-Comfortable-Elegance-In-This-Secluded-Grand-Home-Located-In-Town.h34007913.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/64adfbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/16150550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/18127ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Village in the Berkshires

Williamstown

8.6/10

Excellent

(2059)

"Nice room clean and friendly staff"

CA $128

CA $159 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/662f1ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 Bedroom Condo 1/2 mile from base | In-room dining](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/40940c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/9c53d20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jiminy Peak Mountain Resort

Hancock

8.2/10

Very good

(981)

"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."

CA $205

CA $230 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/137f5231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Tent](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/e9560cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/2b2e1d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/3f004a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Huttopia Berkshires

Williamstown

10/10

Exceptional

(4)

"Perfect place for a relaxing getaway! We loved everything! "

CA $137

CA $153 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/a78d5e6a_edited_6c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/2c4a26d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/02d3bd96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/d249528d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Taborton Harvest Boulder Pines Cabin in the woods

Sand Lake

10/10

Exceptional

(12)

"Such a sweet spot in the woods! Can’t wait to come back."

CA $175

CA $257 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Sand-Lake-Hotels-Cabin-In-The-Woods.h101301745.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/58b0972d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/d06b32cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/fb68a83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/636f9a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 5-bedroom house in charming Lee with WiFi

Lee

CA $587

CA $1,107 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Lee-Hotels-Spacious-5-Bedroom-House-In-Charming-Lee-With-WiFi.h117382215.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/5d0aa061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/c189cee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/34fa691f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/ed3ffaa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hancock Village Inn at Jiminy Peak

Hancock

10/10

Exceptional

(14)

"Amazing Inn. Cozy and everything we needed. "

CA $769

CA $1,467 total

includes taxes & fees

Nov 7 - Nov 8

[](https://www.expedia.ca/Pittsfield-Hotels-Hancock-Village-Inn-At-Jiminy-Peak.h89806253.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/afd0b229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/0f6c9404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/2598e461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/f26456ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peace and quiet on the lake

Sherwood Forest

9.6/10

Exceptional

(224)

"Comfortable home with amazing view. Enjoyed taking a walk around the lake (1 hour approx). Had an amazing dinner at Dream Away lodge which is 15 minutes away. "

[](https://www.expedia.ca/Becket-Hotels-Peace-And-Quiet-On-The-Lake.h30777071.Hotel-Information)

![Outdoor banquet area](https://images.trvl-media.com/lodging/34000000/33550000/33547100/33547021/d18a944f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![8 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/34000000/33550000/33547100/33547021/1221456e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33547100/33547021/080f9414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33550000/33547100/33547021/5cffc772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS

Old Chatham

9.6/10

Exceptional

(93)

"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "

[](https://www.expedia.ca/Old-Chatham-Hotels-Beautiful-Special-5-Star-EstateReduced-Rates-For-Smaller-Groups-Inquire-Now.h33547021.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/18066543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/6658a41d_edited_267e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/e43d10e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/dcf5df54_edited_d00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable Berkshires retreat on mtn resort, SISO

Hancock

8.8/10

Excellent

(6)

"Kind and responsive host."

CA $226

CA $665 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Hancock-Hotels-Comfortable-Berkshires-Retreat-On-Mtn-Resort.h109434975.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/2c6abeb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/d7345ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/cfbd9c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/197da850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Taborton Harvest Timber Trails Unique cabin experience

Sand Lake

10/10

Exceptional

(1)

"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."

CA $175

CA $257 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Sand-Lake-Hotels-Taborton-Harvest-Timber-TrailsUnique-Cabin-Experience.h102613211.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96240000/96232500/96232485/2573bb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96240000/96232500/96232485/65fc5d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96240000/96232500/96232485/b765881e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/97000000/96240000/96232500/96232485/92c47af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Hinsdale

9.8/10

Exceptional

(19)

"Very friendly hosts, great location. "

[](https://www.expedia.ca/Hinsdale-Hotels-Berkshire-Ashmere-Lake-Lodging-Quiet-Room.h96232485.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/9fa6f837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/edf60411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/565807cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/eca50f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guesthouse Cabin vacation rentals in Berkshire County

Sheffield

10/10

Exceptional

(9)

"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "

CA $574

CA $1,001 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Sheffield-Hotels-Guesthouse-Cabin-Vacation-Rentals-In-Berkshire-County.h99962392.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/4b89dca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/e427035e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/61b3f659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/eb0a776d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Island - Largest Fresh Water Reservoir in Mass

Otis

8.8/10

Excellent

(8)

"We had a great time. The owner Bill was a great host."

[](https://www.expedia.ca/Otis-Hotels-Private-Island-On-Largest-Fresh-Water-Reservoir-In-Mass-Ski-Boat-Included.h67255071.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/a5ddb496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/7e362400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/89102e9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/63cb703a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Pittsfield

9.8/10

Exceptional

(149)

"We had a fabulous stay at this lovely home in the Berkshires! The house was well equipped with everything needed to make our stay with our family so enjoyable. Great communication with the host in helping to resolve a small issue with loss of power on 2nd floor but was easily resolved."

[](https://www.expedia.ca/Pittsfield-Hotels-Beautiful-8-Bedroom.h33492239.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489492/31d97157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489492/2f1d85d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489492/3c23b4d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489492/79513249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Valatie

9.8/10

Exceptional

(89)

"Home our mother's 83rd birthday party cookout at the lake house with a few family members and it was a great day. Everyone loved the house. We enjoyed the stay"

[](https://www.expedia.ca/Valatie-Hotels-Heaven-Cant-Wait.h33489492.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28&regionId=8587&adults=2&sort=RECOMMENDED&openPlayBack=true)

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLenox-Vacation-Rentals.d8587.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLenox-Vacation-Rentals.d8587.Travel-Guide-VacationRentals)

## Top Lenox Hotel Reviews

![Wagon Wheel Inn](//images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/75f1ed66_y.jpg)

### Wagon Wheel Inn

10/10 Excellent

"Twas nicw"

[](https://expedia.ca/Lenox-Hotels-Wagon-Wheel-Inn.h1730144.Hotel-Information)

![Amore Estate -  beautiful room with many places to explore and relax in.](//images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/02c7301e_y.jpg)

### Amore Estate - beautiful room with many places to explore and relax in.

10/10 Excellent

"Great stay"

[](https://expedia.ca/Lenox-Hotels-October-Mountain-Escape.h91593496.Hotel-Information)

![Berkshires Untold](//images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg)

### Berkshires Untold

10/10 Excellent

"Easy parking, great community spaces, beautiful decor! "

[](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![Courtyard by Marriott Lenox Berkshires](//images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/b4c52f47_y.jpg)

### Courtyard by Marriott Lenox Berkshires

10/10 Excellent

"Pool and hot tub very clean"

[](https://expedia.ca/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information)

![Vacation Village in the Berkshires](//images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg)

### Vacation Village in the Berkshires

10/10 Excellent

"Clean room. Spacious with lovely things to do. "

[](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![The Cornell Inn, Lenox & The Berkshires](//images.trvl-media.com/lodging/2000000/1640000/1634300/1634230/e8f22f38_y.jpg)

### The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Very friendly staff. "

[](https://expedia.ca/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"Great location, very clean!"

[](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![Whistler's Inn Bed & Breakfast](//images.trvl-media.com/lodging/2000000/1200000/1197600/1197581/17dab433_y.jpg)

### Whistler's Inn Bed & Breakfast

10/10 Excellent

"Unique design and decorations. Hot breakfast with muffins. Hosts Lisa, and Joan were terrific. "

[](https://expedia.ca/Lenox-Hotels-Whistlers-Inn-Bed-Breakfast.h1197581.Hotel-Information)

![Apple Tree Inn](//images.trvl-media.com/lodging/62000000/61550000/61548200/61548158/4e239755_y.jpg)

### Apple Tree Inn

10/10 Excellent

"Beautiful property in great location. Yummy tea and coffee available throughout stay. Front desk staff so helpful. Live music in the tavern. Waiter helped me with my gluten allergy. Hope to come again!"

[](https://expedia.ca/Lenox-Hotels-Apple-Tree-Inn.h61548158.Hotel-Information)

## Find out more about Lenox

**Everything you need to know about** **Lenox** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lenox vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lenox vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Lenox vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Lenox. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lenox vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lenox vacation rentals we have selected for you start as low as CA $153 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Lenox rentals**

At Expedia, we put the best Lenox vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lenox rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lenox vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lenox. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

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-   [Vacation Homes in Lenox](https://expedia.ca/Lenox-Private-Vacation-Homes.d8587-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Lenox](https://expedia.ca/Lenox-Cottages.d8587-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Lenox](https://expedia.ca/Lenox-Apartments.d8587-aaApartments.Travel-Guide-Accommodation)
-   [Condo Rentals in Lenox](https://expedia.ca/Lenox-Condos.d8587-aaCondos.Travel-Guide-Accommodation)
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-   [B&B in Lenox](https://expedia.ca/Lenox-Bed-And-Breakfast.d8587-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Resorts in Lenox](https://expedia.ca/Lenox-Resort-Hotels.d8587-aaResortHotels.Travel-Guide-Accommodation)
-   [Motels in Lenox](https://expedia.ca/Lenox-Motels.d8587-aaMotels.Travel-Guide-Accommodation)
-   [Farmstay in Lenox](https://expedia.ca/Lenox-Agritourism.d8587-aaAgritourism.Travel-Guide-Accommodation)
-   [Guest Houses in Lenox](https://expedia.ca/Lenox-Guest-Houses.d8587-aaGuestHouses.Travel-Guide-Accommodation)
-   [Aparthotels in Lenox](https://expedia.ca/Lenox-Apart-Hotels.d8587-aaApartHotels.Travel-Guide-Accommodation)
-   [Inns in Lenox](https://expedia.ca/Lenox-Inns.d8587-aaInns.Travel-Guide-Accommodation)
-   [Chalets in Lenox](https://expedia.ca/Lenox-Chalets.d8587-aaChalets.Travel-Guide-Accommodation)
-   [RV Parks in Lenox](https://expedia.ca/Lenox-RV-Parks.d8587-aaRVParks.Travel-Guide-Accommodation)
-   [Condo Resorts in Lenox](https://expedia.ca/Lenox-Condominium-Resort.d8587-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Lodges in Lenox](https://expedia.ca/Lenox-Lodges.d8587-aaLodges.Travel-Guide-Accommodation)
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## Frequently asked questions

### Can I find a vacation rental in Lenox?

> Yes, we offer vacation rentals in Lenox near The Bookstore, or you can go with a more remote option if you're looking for extra privacy while you relax. The gardens and museums are just a few reasons why tourists like Lenox. The live music and entertainment venues are some other things you might like to check out during your trip.

### What's the top vacation rental that Lenox has to offer?

> [Amore Estate - beautiful room with many places to explore and relax in.](https://www.expedia.ca/Lenox-Hotels-October-Mountain-Escape.h91593496.Hotel-Information): This Lenox vacation home rental offers an outdoor pool, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

### How many vacation rentals are there in Lenox?

> With 42 Expedia vacation rentals, you're sure to find just the right place for your Lenox stay.

### What can I see and do in Lenox?

> Enjoy the outdoors at The Mount and Housatonic River, or simply take in cultural attractions like Ventfort Hall Mansion and Gilded Age Museum and Shakespeare and Company. While here, Tanglewood Music Center and Wyndhurst Golf & Club are other places worth a visit.

### What are vacation rentals like in Lenox?

> Vacation rentals are privately owned accommodations you can stay in for several days or more in Lenox. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for families.

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## Go further with the Expedia app

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Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)