Glendale Vacation Rentals from $139: Search Short-Term Rentals

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Our top choices for Glendale vacation rentals

1. Berkshire Mountain Lodge

Pittsfield

Robert

$125 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

Great Barrington

bob i.

$148 nightly

Sep 7 - Sep 8

Total with taxes and fees

3. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

$269 nightly

Sep 8 - Sep 9

Total with taxes and fees

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

Housatonic

Peter S.

$286 nightly

Sep 1 - Sep 2

Total with taxes and fees

5. stylish Berkshires Retreat

Lee

$359 nightly

Sep 14 - Sep 15

Total with taxes and fees

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

New Lebanon

Joanna P.

$205 nightly

Aug 31 - Sep 1

Total with taxes and fees

7. Home in Great Barrington

Great Barrington

HEATHER G.

$364 nightly

Sep 3 - Sep 4

Total with taxes and fees

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

Great Barrington

Kristin O.

$304 nightly

Sep 14 - Sep 15

Total with taxes and fees

9. The Brooks Motel: Exceptional Suite

Hillsdale

Deidre H.

$181 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

Great Barrington

Mary R.

$500 nightly

Sep 8 - Sep 9

Total with taxes and fees

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

Stockbridge

Anonymous traveler

$766 nightly

Sep 28 - Sep 29

Total with taxes and fees

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

Sherwood Forest

William C B.

$253 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

Dalton

Megan A.

$293 nightly

Aug 31 - Sep 1

Total with taxes and fees

14. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

$232 nightly

Sep 14 - Sep 15

Total with taxes and fees

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

Sherwood Forest

Sharon K.

$340 nightly

Sep 9 - Sep 10

Total with taxes and fees

16. Stylish Mid-century Modern Berkshires Cape

Lee

H B.

$781 nightly

Sep 2 - Sep 3

Total with taxes and fees

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.

$551 nightly

Sep 21 - Sep 22

Total with taxes and fees

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

Sherwood Forest

Frank M.

$355 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

Great Barrington

Rebecca K.

$1,191 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

Lenox

$285 nightly

Aug 31 - Sep 1

Total with taxes and fees

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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

Everything you need to know about Glendale 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 Glendale vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Glendale vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Glendale vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $139 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Glendale rentals

At Expedia, we put the best Glendale 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 Glendale 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 Glendale 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 Glendale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Glendale?

Yes, we offer vacation rentals near the most popular sights in Glendale, or you can choose a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Glendale?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home rental near Glendale is located near skiing and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Glendale?

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

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 larger area, you’ll find Norman Rockwell Museum and Naumkeag Museum.

What are vacation rentals like in Glendale?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Glendale. Vacation rentals offer extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.

Glendale Vacation Rentals

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Check prices for these dates

Our top choices for Glendale vacation 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 vacation rentals that suit your style

Top Glendale Hotel Reviews

Little Cat Lodge

Find out more about Glendale

Explore a world of travel with Expedia

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