Glendale Holiday Rentals: Short-Term Accommodations for Rent

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Our top choices for Glendale holiday rentals

1. Berkshire Mountain Lodge

Pittsfield

Robert

HK$1,004 total

includes taxes & fees

31 Aug - 1 Sept

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

Great Barrington

bob i.

HK$1,292 total

includes taxes & fees

7 Sept - 8 Sept

3. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

HK$2,465 total

includes taxes & fees

8 Sept - 9 Sept

4. Sweet Cozy Victorian in Housatonic. Close to everything.

Housatonic

Peter S.

HK$2,505 total

includes taxes & fees

1 Sept - 2 Sept

5. stylish Berkshires Retreat

Lee

HK$3,253 total

includes taxes & fees

10 Sept - 11 Sept

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

New Lebanon

Joanna P.

HK$1,631 total

includes taxes & fees

31 Aug - 1 Sept

7. Home in Great Barrington

Great Barrington

HEATHER G.

HK$3,188 total

includes taxes & fees

3 Sept - 4 Sept

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

Great Barrington

Kristin O.

HK$2,907 total

includes taxes & fees

14 Sept - 15 Sept

9. The Brooks Motel: Exceptional Suite

Hillsdale

Deidre H.

HK$1,589 total

includes taxes & fees

31 Aug - 1 Sept

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

Great Barrington

Mary R.

HK$4,374 total

includes taxes & fees

8 Sept - 9 Sept

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

Stockbridge

Anonymous traveller

HK$6,708 total

includes taxes & fees

28 Sept - 29 Sept

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

Sherwood Forest

William C B.

HK$2,216 total

includes taxes & fees

13 Sept - 14 Sept

13. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Dalton

Megan A.

HK$2,562 total

includes taxes & fees

31 Aug - 1 Sept

14. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

HK$1,823 total

includes taxes & fees

14 Sept - 15 Sept

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

Sherwood Forest

Sharon K.

HK$2,983 total

includes taxes & fees

9 Sept - 10 Sept

16. Stylish Mid-century Modern Berkshires Cape

Lee

H B.

HK$6,835 total

includes taxes & fees

2 Sept - 3 Sept

17. 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.

HK$4,566 total

includes taxes & fees

21 Sept - 22 Sept

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

Sherwood Forest

Frank M.

HK$3,111 total

includes taxes & fees

7 Sept - 8 Sept

19. Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Great Barrington

Rebecca K.

HK$10,405 total

includes taxes & fees

31 Aug - 1 Sept

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

Lenox

HK$2,505 total

includes taxes & fees

8 Sept - 9 Sept

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Top Glendale Hotel Reviews

Little Cat Lodge

10/10 Excellent

"Beautifully decorated and comfortable with great continental breastfast and stunning mountain views."

Berkshires Untold

10/10 Excellent

"Although an excellent 2-night stay, our comments are intended to make future stays even better. Room temperature: virtually impossible to maintain a comfort level. Basically it was too cold in spite of raising the thermostat temp. At 80 when the heat came on, it was much too hot! Room lighting: too dark; only the bathroom was well lit. Bathroom moisture: in the absence of a ventilation or fan, the bathroom remained damp after a shower and keeping the door open resulted in everything in the bedroom becoming damp. But the positives far outweigh these few items."

Berkshire Mountain Lodge

8/10 Good

"the good….full kitchen, living room, king bedroom, clean bathroom, VERY reasonable nightly rate, especially for central berkshire county in the summer. there is no daily room cleaning, but extra towels, etc are always available from the front desk… the less than good…we’ve stayed here now u time in the past 18 months, but the last couple of stays the rooms have been a little musty and damp, despite (or because of?) the a/c being on constantly. ya gotta hold the handle down on the toilet to get a complete flush. no food service, but the is a stop&shop literally across the street… i would still recommend BML for the room rate and location alone…"

The Red Lion Inn

10/10 Excellent

"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"

Find out more about Glendale

Search for holiday rentals in Glendale on Expedia! You can easily find your home rentals, villas, holiday apartments in Glendale using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Glendale?

Yes, there are holiday rentals close to the most popular sights in Glendale, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Glendale has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of Glendale is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Glendale?

Choose from 4 Expedia holiday rentals in Glendale for a memorable holiday.

What can I see and do in Glendale?

While exploring the area, visit family-friendly sights like Bousquet Ski Area, or get outside and enjoy nature at Housatonic River. In the wider area, you’ll find Norman Rockwell Museum and Naumkeag Museum.

What are holiday rentals like in Glendale?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Glendale. Holiday rentals offer amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family getaway.

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Check prices for these dates

Our top choices for Glendale holiday rentals

1. Berkshire Mountain Lodge

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

3. Cozy Riverside Berkshires Retreat

4. Sweet Cozy Victorian in Housatonic. Close to everything.

5. stylish Berkshires Retreat

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

7. Home in Great Barrington

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

9. The Brooks Motel: Exceptional Suite

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

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

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

13. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

14. 1800s Carriage house in Berkshires / Hudson Valley

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

16. Stylish Mid-century Modern Berkshires Cape

17. Treetop Hideaway in Tyringham

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

19. Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

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

Find holiday rentals that suit your style

Top Glendale Hotel Reviews

Little Cat Lodge

Berkshires Untold

The Yankee Inn

Quality Inn Great Barrington

Quality Inn Lee - Lenox South

Berkshire Mountain Lodge

Holiday Inn Club Vacations Oak 'n Spruce Resort

Hotel On North

The Red Lion Inn

Find out more about Glendale

Frequently asked questions

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