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Vacation Rentals in Town of Lewisboro

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Top Cities in Town of Lewisboro

Top Vacation Rentals in Town of Lewisboro

Stamford Suites

4.0 star property
5.6 out of 10, (61)
"Location very good."
$136 nightly
The price is $156
Oct 5 - Oct 6
Total with taxes and fees
Stamford Suites

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (71)
"A cute hotel close to the beach! Super easy check in and check out. "
$222 nightly
The price is $255
Oct 7 - Oct 8
Total with taxes and fees
DUNE Fairfield Beach

Beechmont - Perfect for Family Retreat!

5.0 star property
$916 nightly
The price is $1,054
Oct 6 - Oct 7
Total with taxes and fees
Beechmont - Perfect for Family Retreat!

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.6 out of 10, Exceptional, (14)
"Perfect place to rest. Excellent service! "
$176 nightly
The price is $199
Oct 6 - Oct 7
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very Good, (39)
"it was amazing will stay again food was good comfort was great "
$248 nightly
The price is $286
Oct 5 - Oct 6
Total with taxes and fees
Guesthouse at Norwalk Inn

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (18)
"This place truly felt like a home away from home. Everything was spotless, comfortable, and well cared for. The location made it easy to access everything we needed, whether dining, shopping, or exploring the area. I would definitely return!"
Luxury Apartments by Hyatus at The Asher

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (122)
"It has an incredible mountain and water view. "
$272 nightly
The price is $308
Oct 2 - Oct 3
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Business or Weekend escape

9.2 out of 10, Wonderful, (46)
"We had stayed at Mansoor's a few weeks ago and returned this past weekend. Once again, we found the place spotless, comfortable and well-stocked. We really like this place and expect to return again in the future. "
$130 nightly
The price is $147
Oct 5 - Oct 6
Total with taxes and fees
Business or Weekend escape

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (32)
"Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay."
Global Luxury Suites White Plains

Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

9.0 out of 10, Wonderful, (2)
"The owner was very responsive and kind. The apartment was very clean and well updated. We are older adults and the access to the basement apartment was a bit of a challenge but the owner did graciously help with our luggage. The family does clearly disclose that they live above the unit and sounds of children may be heard. Between the sounds of the family above and the fact it’s a basement, not a “Loft”, with all the plumbing just above your head - it was not for us. "
$282 nightly
The price is $323
Oct 5 - Oct 6
Total with taxes and fees
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

10.0 out of 10, Exceptional, (2)
"This is a property that is very good for large family gatherings, which is how we gathered for a birthday celebration. This area of CT. is great and has lots to do.The house is in the perfect location to do all of it.Again, suits large groups well. Room for everyone."
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

9.4 out of 10, Exceptional, (30)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Rustic Cabin in Fishkill!

10.0 out of 10, Exceptional, (2)
"The place was very nice, we met the owner and he was also bery accommodating. This is definitely a family friendly spot. "
$315 nightly
The price is $358
Nov 1 - Nov 2
Total with taxes and fees
Rustic Cabin in Fishkill!

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

10.0 out of 10, Exceptional, (3)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
$1,209 nightly
The price is $1,370
Oct 6 - Oct 7
Total with taxes and fees
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

9.6 out of 10, Exceptional, (10)
"Easy check in and check out! Has all the bare minimums and a nicely upgraded bathroom. Didn’t feel super clean (the bathroom) when we got there but kitchen was clean and they kindly stocked a few groceries. Could not get the water hot for a shower which was bummer. Nice enough depending on what you are looking for! We had some sensory needs and so this ended up not being the best fit but the location was great. Thanks for having us. "
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (90)
"My family and I loved this property! We enjoyed walking around the woods and exploring. The house was well equipped and was really charming. We also loved sightseeing around the near by towns. Definitely a place to come back to stay again. "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

price will make you book twice , luxury living

10.0 out of 10, Exceptional, (1)
"We had a great stay! Room was very open and clean and our host was friendly and welcoming! "
$160 nightly
The price is $181
Oct 6 - Oct 7
Total with taxes and fees
price will make you book twice , luxury living

Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.

9.0 out of 10, Wonderful, (6)
"Large comfortable home in great location with multiple views of the Hudson. Our family had a pleasant stay and would definitely return to Castle in the Sky."
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.

Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

10.0 out of 10, Exceptional, (194)
"Wonderful place to rest and recharge."
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge
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 Town of Lewisboro Hotel Reviews

Find out more about Town of Lewisboro

Find out more about Town of Lewisboro

Discover your perfect Town of Lewisboro vacation rental with Expedia

How many vacation rentals are available in Town of Lewisboro?


Expedia has plenty of vacation rentals to choose from in and around  Town of Lewisboro, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Town of Lewisboro?


The selection of Town of Lewisboro vacation rentals we have selected for you start as low as $147 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Town of Lewisboro?


Vacation rentals in Town of Lewisboro come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Town of Lewisboro vacation rentals to suit everyone. 


Why should I choose a vacation rental in Town of Lewisboro?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Town of Lewisboro vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Town of Lewisboro?


Find vacation rentals in Town of Lewisboro by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Town of Lewisboro.  


What amenities are available in a vacation rental in Town of Lewisboro?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Town of Lewisboro vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Town of Lewisboro?   


Everytime is a great time to head to Town of Lewisboro! Staying in a Town of Lewisboro vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Town of Lewisboro. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Town of Lewisboro vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Town of Lewisboro, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Town of Lewisboro vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.