The Glass House Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in The Glass House, New Canaan, Connecticut, USA

9.4 (34 Reviews)
1 Bedroom 3 Guests
From US $261 per night
10.0 (2 Reviews)
1 Bedroom 6 Guests
From US $127 per night
|
8.8 (1307 Reviews)
1 Bedroom 2 Guests
9.4 (3 Reviews)
2 Bedrooms 4 Guests
From US $183 per night
|
8.8 (1011 Reviews)
1 Bedroom 2 Guests
From US $509 per night
10.0 (1 Review)
4 Bedrooms 8 Guests
From US $224 per night
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8.8 (882 Reviews)
1 Bedroom 2 Guests
9.5 (8 Reviews)
2 Bedrooms 5 Guests
From US $109 per night
8.7 (3 Reviews)
1 Bedroom 2 Guests
From US $128 per night
8.0 (4 Reviews)
1 Bedroom 3 Guests
From US $459 per night
|
8.0 (2 Reviews)
3 Bedrooms 8 Guests
From US $114 per night
7.7 (3 Reviews)
1 Bedroom 2 Guests
10.0 (3 Reviews)
2 Bedrooms 8 Guests
From US $279 per night
7.5 (4 Reviews)
11 Bedrooms 12 Guests
10.0 (2 Reviews)
1 Bedroom 5 Guests
9.6 (15 Reviews)
2 Bedrooms 4 Guests
|
New
3 Bedrooms 5 Guests
From US $206 per night
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New
2 Bedrooms 4 Guests
From US $110 per night
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New
1 Bedroom 3 Guests
8.0 (1 Review)
1 Bedroom 2 Guests
From US $309 per night
New
1 Bedroom 6 Guests
From US $173 per night
7.6 (4 Reviews)
1 Bedroom 2 Guests
From US $217 per night
|
9.0 (88 Reviews)
105 Bedrooms 10 Guests
7.0 (2 Reviews)
1 Bedroom 3 Guests
From US $239 per night
|
8.4 (32 Reviews)
37 Bedrooms 23 Guests
6.0 (5 Reviews)
1 Bedroom 2 Guests
From US $207 per night
|
8.3 (139 Reviews)
157 Bedrooms 49 Guests
From US $175 per night
4.0 (4 Reviews)
1 Bedroom 2 Guests
From US $202 per night
|
8.2 (504 Reviews)
145 Bedrooms 59 Guests
From US $264 per night
2.0 (2 Reviews)
2 Bedrooms 4 Guests
2.0 (1 Review)
1 Bedroom 4 Guests
From US $470 per night
New
1 Bedroom 2 Guests
From US $181 per night
|
7.9 (464 Reviews)
129 Bedrooms 46 Guests
From US $237 per night
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8.8 (330 Reviews)
1 Bedroom 2 Guests
|
8.0 (3 Reviews)
4 Bedrooms 8 Guests
|
7.6 (566 Reviews)
225 Bedrooms 24 Guests
From US $165 per night
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8.4 (1019 Reviews)
1 Bedroom 2 Guests
From US $193 per night
|
7.6 (263 Reviews)
50 Bedrooms 17 Guests
From US $283 per night
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8.4 (39 Reviews)
1 Bedroom 2 Guests
5.0 (2 Reviews)
4 Bedrooms 10 Guests
6.7 (378 Reviews)
131 Bedrooms 18 Guests
New
5 Bedrooms 10 Guests
From US $90 per night
6.6 (258 Reviews)
47 Bedrooms 22 Guests
6.1 (722 Reviews)
74 Bedrooms 36 Guests
From US $95 per night
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4.5 (2 Reviews)
1 Bedroom 2 Guests
New
5 Bedrooms 8 Guests
From US $563 per night
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6.7 (431 Reviews)
7 Bedrooms 20 Guests
From US $885 per night
New
4 Bedrooms 8 Guests
New
5 Bedrooms 10 Guests
From US $800 per night
New
4 Bedrooms 6 Guests
New
4 Bedrooms 2 Guests
From US $641 per night
New
3 Bedrooms 10 Guests

About The Glass House Vacation Rentals

With more than 200 The Glass House 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 The Glass House.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner The Glass House, 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 The Glass House. Places to stay near The Glass House are 725.66 ft² on average, with prices averaging US $481 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in The Glass House 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 The Glass House?

What are the top vacation rentals in The Glass House?

How many Rentbyowner vacation rentals are available in The Glass House?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 200 in the The Glass House 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 The Glass House. 

Nearby Neighborhood (7)

Neighborhood Property Count
Downtown Vacation Rentals in Stamford, Connecticut 174
Cove - East Side - Shippan Vacation Rentals in Stamford, Connecticut 31
North Stamford Vacation Rentals in Stamford, Connecticut 187
East Norwalk Vacation Rentals in Stamford, Connecticut 81
Cranbury Vacation Rentals in Stamford, Connecticut 106
Florida Hill Vacation Rentals in Stamford, Connecticut 72
Greenfield Hill Vacation Rentals in Stamford, Connecticut 71