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Gaylordsville Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Gaylordsville vacation rentals

Exterior
New One Bedroom Apartment Centrally Located in Southbury

Apartment in Southbury

New One Bedroom Apartment Centrally Located in Southbury
9.8 out of 10, Exceptional, (19)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is ￥14,023
￥19,243 total
includes taxes & fees
Dec 15 - Dec 16
New One Bedroom Apartment Centrally Located in Southbury
Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT

Vacation Home in Goshen

CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is ￥14,708
￥97,935 total
includes taxes & fees
Dec 15 - Dec 16
CT Gate House Goshen CT, Gate House Goshen CT
Property grounds
Hoppy Hill Farm House

Apartment in Dover Plains

Hoppy Hill Farm House
9.6 out of 10, Exceptional, (4)
"The cabin was perfect. Had everything we needed and clear directions. "
United States
Jocelyn L.
The price is ￥15,581
￥29,965 total
includes taxes & fees
Dec 15 - Dec 16
Hoppy Hill Farm House
Outdoor dining
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.

Apartment in Southbury

Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥17,719
￥29,765 total
includes taxes & fees
Dec 17 - Dec 18
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.
Interior
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Apartment in Watertown

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
9.0 out of 10, Wonderful, (8)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is ￥13,867
￥19,063 total
includes taxes & fees
Dec 17 - Dec 18
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Game room
Peaceful apartment on 3.5 acres w/ artist studio.

Apartment in Brookfield

Peaceful apartment on 3.5 acres w/ artist studio.
9.6 out of 10, Exceptional, (20)
"This was a nice get away for us that was not too far away from home."
United States
Isabella M.
The price is ￥19,632
￥30,173 total
includes taxes & fees
Dec 16 - Dec 17
Peaceful apartment on 3.5 acres w/ artist studio.
Exterior detail
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Apartment in New Fairfield

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
10.0 out of 10, Exceptional, (34)
"Beautiful apartment in a beautiful setting. "
United States
Lisa
The price is ￥38,563
￥69,278 total
includes taxes & fees
Dec 22 - Dec 23
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Vacation Home in Carmel Hamlet

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is ￥25,942
￥55,300 total
includes taxes & fees
Dec 15 - Dec 16
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Property grounds
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cabin in Carmel

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
3.0 star property
10.0 out of 10, Exceptional, (3)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
The price is ￥23,372
￥43,735 total
includes taxes & fees
Dec 21 - Dec 22
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Smart TV, fireplace, books
Mid Century Modern Studio w/ Full Kitchen - Newly Built

Apartment in Kent

Mid Century Modern Studio w/ Full Kitchen - Newly Built
9.8 out of 10, Exceptional, (10)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is ￥30,383
￥38,368 total
includes taxes & fees
Dec 15 - Dec 16
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Exterior
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Apartment in Millbrook

Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village
10.0 out of 10, Exceptional, (2)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is ￥49,859
￥77,202 total
includes taxes & fees
Dec 15 - Dec 16
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Fridge, microwave, oven, stovetop
The Jefferson Guest House, Spacious, Special Views

Apartment in Litchfield

The Jefferson Guest House, Spacious, Special Views
10.0 out of 10, Exceptional, (8)
"The place was absolutely spotless and magnificent in every way. Highly recommended."
United States
Robert A.
The price is ￥45,434
￥58,366 total
includes taxes & fees
Dec 15 - Dec 16
The Jefferson Guest House, Spacious, Special Views
Private kitchen
Charming 1-bedroom apartment in Carmel with WiFi, AC

Apartment in Carmel Hamlet

Charming 1-bedroom apartment in Carmel with WiFi, AC
9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is ￥21,034
￥43,396 total
includes taxes & fees
Dec 15 - Dec 16
Charming 1-bedroom apartment in Carmel with WiFi, AC
1 bedroom, free WiFi, bed sheets
Creekside Retreat Tent

Camping in New Milford

Creekside Retreat Tent
10.0 out of 10, Exceptional, (4)
"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 ￥23,372
￥29,994 total
includes taxes & fees
Dec 15 - Dec 16
Creekside Retreat Tent
Living area
The Hideaway

Apartment in Brewster

The Hideaway
10.0 out of 10, Exceptional, (6)
"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 ￥24,151
￥49,308 total
includes taxes & fees
Dec 22 - Dec 23
The Hideaway
Exterior
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Vacation Home in Hopewell Junction

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
9.0 out of 10, Wonderful, (10)
"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 ￥23,699
￥40,207 total
includes taxes & fees
Dec 15 - Dec 16
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Dining
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Vacation Home in New Fairfield

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (16)
"The house worked very well for our family holiday. Very clean, had everything we needed "
United States
Audrey P.
The price is ￥33,150
￥82,216 total
includes taxes & fees
Dec 17 - Dec 18
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
1 bedroom, free WiFi, bed sheets
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

Camping in New Milford

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
1.0 star property
8.0 out of 10, Very Good, (1)
"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 ￥23,372
￥29,994 total
includes taxes & fees
Dec 15 - Dec 16
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
Outdoor dining
Cozy cute Relaxing home

Vacation Home in Southbury

Cozy cute Relaxing home
8.8 out of 10, Excellent, (6)
"nice quiet area"
United States
Alex V.
The price is ￥28,046
￥51,729 total
includes taxes & fees
Dec 20 - Dec 21
Cozy cute Relaxing home
Fridge, microwave, oven, stovetop
"Country outside the city " 3 bedrooms 2 full bathrooms

Vacation Home in Holmes

"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is ￥27,204
￥84,357 total
includes taxes & fees
Dec 22 - Dec 23
"Country outside the city " 3 bedrooms 2 full bathrooms
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

The Litchfield Inn

The Litchfield Inn

10/10 Excellent
"The hotel is so big and spacious and the free breakfast and snacks are a nice touch."
Shyna 1-night trip
Posted 3 days ago
The Litchfield Inn

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:

  • View our selection of featured holiday rentals in Gaylordsville
  • Use the map to find apartments and other holiday homes in the Gaylordsville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Gaylordsville while they last

Look no further and take a look at our great range of rental properties in Gaylordsville!

Frequently asked questions

Can I find a vacation rental in Gaylordsville?

Yes, we have vacation rentals near popular sights in Gaylordsville, or you can select a secluded option if you're looking for a relaxing stay. Gaylordsville is known for its parks.

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

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit: This vacation home rental near Gaylordsville is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Gaylordsville?

Choose from 3 Expedia vacation rentals in Gaylordsville for a memorable vacation.

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 larger area.

What’s a vacation rental in Gaylordsville like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Gaylordsville. Vacation rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for small groups.