Glendale Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Glendale, Massachusetts, USA

Tranquil 3 BR Stockbridge House with Private Deck!
|
9.5 (2 Reviews)
3 Bedrooms 6 Guests
Great Barrington Lakeside Getaway with Kayak and Grill
|
9.5 (2 Reviews)
4 Bedrooms 10 Guests
The Little Lion
FromAU $174 per night
|
8.6 (548 Reviews)
1 Bedroom 2 Guests
Lakefront Berkshires Retreat with Deck, Dock and Boat!
|
7.5 (4 Reviews)
4 Bedrooms 10 Guests
Deluxe cottage retreat!
FromAU $455 per night
10.0 (1 Review)
2 Bedrooms 5 Guests
Private Home Overlooking Stevens Lake
|
New
6 Bedrooms 6 Guests
Classic Stockbridge Cottage
|
New
4 Bedrooms 8 Guests
Beachwood Cottage
FromAU $520 per night
9.8 (6 Reviews)
2 Bedrooms 6 Guests
Cozy Cabin on Lake Mahkeenac
9.0 (12 Reviews)
2 Bedrooms 4 Guests
Suite 4 - Quiet and private accommodations in a country setting.
10.0 (3 Reviews)
1 Bedroom 2 Guests
Spencertown Inn
FromAU $359 per night
10.0 (8 Reviews)
6 Bedrooms 18 Guests
The Little Lion
FromAU $247 per night
7.2 (218 Reviews)
16 Bedrooms 8 Guests
Tranquil 3 BR Stockbridge House w/Private Deck!
10.0 (93 Reviews)
3 Bedrooms 6 Guests
A Charming Mid 1800's Stockbridge Farmhouse.
10.0 (34 Reviews)
4 Bedrooms 6 Guests
Secluded Family Home in Serene Stockbridge Woods
10.0 (23 Reviews)
3 Bedrooms 8 Guests
Classic Stockbridge Cottage
10.0 (17 Reviews)
4 Bedrooms 8 Guests
Charming Berkshire Farmhouse: Your Cozy Retreat Awaits!
10.0 (8 Reviews)
3 Bedrooms 6 Guests
Beautiful House in the Woods: Huge Yard, Hot Tub
10.0 (6 Reviews)
4 Bedrooms 8 Guests
1 Mi to Dtwn: Cottage w/Large Yard in Stockbridge
10.0 (4 Reviews)
4 Bedrooms 8 Guests
Outdoor Sauna, Hot tub, Fire Pit, Dogs Welcome!
10.0 (3 Reviews)
3 Bedrooms 6 Guests
Elegant Hudson Valley Retreat w/Hot Tub & Pond
10.0 (2 Reviews)
3 Bedrooms 12 Guests
ESCAPE to STOCKBRIDGE|SKI & EXPLORE|The BERKSHIRES|
4.7 (39 Reviews)
4 Bedrooms 9 Guests
Cozy Secluded Cabin in the Berkshires
4.6 (14 Reviews)
3 Bedrooms 7 Guests

About Glendale Vacation Rentals

With more than 68 Glendale vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Glendale.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Glendale, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Glendale. Places to stay near Glendale are 1114.12 ft² on average, with prices averaging AU $616 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Glendale with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Glendale?

What are the top vacation rentals in Glendale?

How many Rentbyowner vacation rentals are available in Glendale?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 68 in the Glendale area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Glendale.