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Gaylordsville Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Gaylordsville vacation rentals

Private kitchen

Cozy private room with a comfortable Full-size bed and private bathroom.

Cozy private room with a comfortable Full-size bed and private bathroom.
New Milford
The price is ￥13,151
￥25,839 total
includes taxes & fees
Jul 20 - Jul 21
Cozy private room with a comfortable Full-size bed and private bathroom.
Internet, bed sheets

Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
The price is ￥16,236
￥29,913 total
includes taxes & fees
Jul 20 - Jul 21
Welcome to Sweet Abby Rose!
Interior

Architect-Designed Dome on Private 7-Acre Retreat

Architect-Designed Dome on Private 7-Acre Retreat
Dover Plains
The price is ￥40,184
￥79,620 total
includes taxes & fees
Jul 20 - Jul 21
Architect-Designed Dome on Private 7-Acre Retreat
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is ￥17,864
￥33,437 total
includes taxes & fees
Jul 20 - Jul 21
Hoppy Hill Farm House
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (34 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is ￥15,347
￥20,898 total
includes taxes & fees
Aug 10 - Aug 11
Cozy One Bedroom Apartment Centrally Located in Southbury
Property grounds

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is ￥13,005
￥21,693 total
includes taxes & fees
Jul 20 - Jul 21
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Interior

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 ￥17,864
￥23,792 total
includes taxes & fees
Jul 21 - Jul 22
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
TV, fireplace

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, (17 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is ￥32,878
￥63,960 total
includes taxes & fees
Jul 23 - Jul 24
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Interior

The Tipsy Gypsy - Studio Apartment

The Tipsy Gypsy - Studio Apartment
Brewster
The price is ￥24,354
￥44,693 total
includes taxes & fees
Jul 23 - Jul 24
The Tipsy Gypsy - Studio Apartment
Smart TV, fireplace, books

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
9.8 out of 10, Exceptional, (19 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is ￥26,918
￥34,528 total
includes taxes & fees
Jul 22 - Jul 23
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Interior

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is ￥39,453
￥52,963 total
includes taxes & fees
Jul 23 - Jul 24
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Coffee/tea maker, fridge, microwave, oven

The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (8 reviews)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
United States
Jennifer A.
The price is ￥47,356
￥61,322 total
includes taxes & fees
Jul 23 - Jul 24
The Jefferson Guest House, Spacious, Special Views
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is ￥17,048
￥32,143 total
includes taxes & fees
Jul 29 - Jul 30
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Interior

The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (11 reviews)
"The property was very clean and inviting and the owner was very welcoming and helpful!"
United States
Sarah
The price is ￥34,907
￥44,527 total
includes taxes & fees
Jul 30 - Jul 31
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Outdoor dining

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, (3 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥23,678
￥37,501 total
includes taxes & fees
Jul 26 - Jul 27
The Perch in the Purchase -- Cozy, unique, and private
Coffee/tea maker, fridge, microwave, oven

"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 ￥39,171
￥101,448 total
includes taxes & fees
Aug 17 - Aug 18
"Country outside the city " 3 bedrooms 2 full bathrooms
Property grounds

Lakefront Summer Stunner in New England Just 2 Hours From NYC

Lakefront Summer Stunner in New England Just 2 Hours From NYC
Sharon
10.0 out of 10, Exceptional, (94 reviews)
"Great location, quiet and beautiful. Loved the trails, picturesque drives between small towns and cozy accommodations. "
United States
Chad J.
Lakefront Summer Stunner in New England Just 2 Hours From NYC
Cookware/dishes/utensils

Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.6 out of 10, Exceptional, (10 reviews)
"Great spot "
United States
Mike P.
The price is ￥73,062
￥125,991 total
includes taxes & fees
Aug 6 - Aug 7
Awesome Lake Home with tons of fun!
Exterior

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
9.6 out of 10, Exceptional, (4 reviews)
"Lovely home in the heart of Millbrook."
United States
Marianne A S.
The price is ￥51,955
￥80,448 total
includes taxes & fees
Jul 30 - Jul 31
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Private kitchen

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 ￥21,919
￥44,166 total
includes taxes & fees
Aug 16 - Aug 17
Charming 1-bedroom apartment in Carmel with WiFi, AC
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

Rocky River Inn

Rocky River Inn

10/10 Excellent
"The place was so cute! Very clean and beautiful decor. Outside is deceiving. It looks like it might be a little dingy motel but the room was very big and updated, immaculately clean and the decor was so nice. Highly recommend!"
Cristina 1-night trip
Posted 3 hours ago
Rocky River 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:

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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?

Lakefront Summer Stunner in New England Just 2 Hours From NYC: 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. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a private yard and a selection of games.

How many vacation rentals are there in Gaylordsville?

Choose from 4 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 Lake Waramaug State Park 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.