Gaylordsville Holiday Rentals

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Our top choices for Gaylordsville holiday rentals

Cozy & Serene Cabin with Fireplace, Ski Nearby!

Cozy & Serene Cabin with Fireplace, Ski Nearby!
Bethlehem
10.0 out of 10, Exceptional, (39 reviews)
"Very comfortable property. The host had thought of everything!"
United States
Jennifer Y.
The price is HK$1,563
HK$3,295 total
includes taxes & fees
17 Feb - 18 Feb
Cozy & Serene Cabin with Fireplace, Ski Nearby!

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (13 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is HK$1,301
HK$2,774 total
includes taxes & fees
17 Feb - 18 Feb
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is HK$683
HK$942 total
includes taxes & fees
17 Feb - 18 Feb
Cozy One Bedroom Apartment Centrally Located in Southbury

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is HK$1,055
HK$2,177 total
includes taxes & fees
17 Feb - 18 Feb
Charming 1-bedroom apartment in Carmel with WiFi, AC

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is HK$696
HK$956 total
includes taxes & fees
20 Feb - 21 Feb
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (18 reviews)
"Great location and condition. Roome enough for everyone."
United States
Christopher H.
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
New Milford
8.0 out of 10, Very good, (1 review)
"We camped at Freedom Farm and enjoyed the secluded woods setting for our tent. Everything was clean and well prepared for our stay, and the hosts were friendly and helpful. It is beautifully situated and is a short drive from some excellent hiking and biking in nearby state parks. I think a couple of things, though, could be improved. The tent was set up on an incline, which made sleeping a bit less comfortable than it might have been. I would recommend that the hosts build a level platform...
United States
Eric
The price is HK$1,172
HK$1,505 total
includes taxes & fees
17 Feb - 18 Feb
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
10.0 out of 10, Exceptional, (2 reviews)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is HK$2,501
HK$3,838 total
includes taxes & fees
17 Feb - 18 Feb
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

CT Gate House Goshen CT, Gate House Goshen CT

CT Gate House Goshen CT, Gate House Goshen CT
Goshen
9.4 out of 10, Exceptional, (9 reviews)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is HK$738
HK$4,913 total
includes taxes & fees
17 Feb - 18 Feb
CT Gate House Goshen CT, Gate House Goshen CT

The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (8 reviews)
"The place was absolutely spotless and magnificent in every way. Highly recommended."
United States
Robert A.
The price is HK$2,279
HK$2,928 total
includes taxes & fees
17 Feb - 18 Feb
The Jefferson Guest House, Spacious, Special Views

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is HK$1,731
HK$4,619 total
includes taxes & fees
2 Mar - 3 Mar
"Country outside the city " 3 bedrooms 2 full bathrooms

Creekside Retreat Tent

Creekside Retreat Tent
New Milford
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely beautiful location and wonderful hosts very romantic spot lots of hiking trails near and on premises me and my husband loved the fact we slept by the water and can hear the water running all night very peaceful and beautiful site ."
United States
yarelis t.
The price is HK$1,172
HK$1,505 total
includes taxes & fees
18 Feb - 19 Feb
Creekside Retreat Tent

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (35 reviews)
"Stunning property!!"
United States
Samantha
The price is HK$2,150
HK$3,746 total
includes taxes & fees
17 Feb - 18 Feb
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,368
HK$1,753 total
includes taxes & fees
2 Mar - 3 Mar
Mid Century Modern Studio w/ Full Kitchen - Newly Built

The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (1 review)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$1,030
HK$1,671 total
includes taxes & fees
22 Feb - 23 Feb
The Perch in the Purchase -- Cozy, unique, and private

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Carmel Hamlet
10.0 out of 10, Exceptional, (19 reviews)
"Lovely house with all the amenities. We had a wonderful time."
United States
Diana P.
The price is HK$4,214
HK$7,642 total
includes taxes & fees
17 Feb - 18 Feb
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (7 reviews)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
The price is HK$1,212
HK$2,474 total
includes taxes & fees
17 Feb - 18 Feb
The Hideaway

Dugway Hideaway Walking Distance to Lime Rock Park

Dugway Hideaway Walking Distance to Lime Rock Park
Salisbury
9.2 out of 10, Wonderful, (15 reviews)
"Super clean, great communication and Super location if you are going to the track. Love my stay there, will definitely do it again and definitely recommend."
United States
Brig
The price is HK$1,563
HK$2,439 total
includes taxes & fees
1 Mar - 2 Mar
Dugway Hideaway Walking Distance to Lime Rock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.0 out of 10, Wonderful, (10 reviews)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is HK$1,189
HK$2,017 total
includes taxes & fees
1 Mar - 2 Mar
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

73R Brand new log home on quiet side street in Bethlehem, close to Main Street, AC, Dog Friendly!

73R Brand new log home on quiet side street in Bethlehem, close to Main Street, AC, Dog Friendly!
Bethlehem
8.8 out of 10, Excellent, (14 reviews)
"Property was great spacious enough for family and close to shops "
United States
robert h.
The price is HK$4,869
HK$9,731 total
includes taxes & fees
17 Feb - 18 Feb
73R Brand new log home on quiet side street in Bethlehem, close to Main Street, AC, Dog Friendly!
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.
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Top Gaylordsville Hotel Reviews

Find out more about Gaylordsville

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

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Frequently asked questions

Can I find a holiday rental in Gaylordsville?

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

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

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Gaylordsville offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Gaylordsville?

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

What’s there to see and do in Gaylordsville?

Housatonic River and Emmanuel Williamson Park are a couple of lovely local spots to get outside and enjoy nature. Mildred Strauss and James Morrissey Family Nature Preserves and Bull's Bridge are a couple of places you'll find in the wider area.

What’s a holiday rental in Gaylordsville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gaylordsville. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy concierge desks 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 option for a family trip or a small group gathering.