Compare Glenwood Villas

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Glenwood

Luxury School House Retreat With Pool & Sauna - 1HR from NYC

Luxury School House Retreat With Pool & Sauna - 1HR from NYC

New Hampton NY
$1,142 nightly
The price is $1,349 total per night
$1,349 total
Jul 21 - Jul 22
Total with taxes and fees
This villa features ski-in/ski-out access, an outdoor pool, and a gym. Other amenities at this ski villa include a sauna, an arcade/game room, and laundry facilities.
Pool
Kitchen
Private Waterfront Home Nestled In A Quiet Section Of Lake Hopatcong

Private Waterfront Home Nestled In A Quiet Section Of Lake Hopatcong

Jefferson NJ
This villa features a hot tub and a garden. This smoke-free villa also has barbecue grills.
Hot Tub
Kitchen
Serene 10BR Retreat w/Pool, Gym & Hot Tub

Serene 10BR Retreat w/Pool, Gym & Hot Tub

Chester NY
$5,361 nightly
The price is $6,252 total per night
$6,252 total
Aug 9 - Aug 10
Total with taxes and fees
Guests staying at this villa enjoy an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

Monroe NY
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
Magical Family Escape, Pool, HotTub, Pets, <1 Hr NYC

Magical Family Escape, Pool, HotTub, Pets, <1 Hr NYC

Harriman NY
This villa features a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly villa include a garden and barbecue grills.
Pool
Hot Tub
Pinnacle Pointe by Relaxtay | 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake

Pinnacle Pointe by Relaxtay | 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake

Middletown NY
This villa offers a gym, a sauna, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, barbecue grills, and a garden.
Pool
Hot Tub
11BR Retreat w Pool, Hot Tub, Sauna & Game Room

11BR Retreat w Pool, Hot Tub, Sauna & Game Room

Chester NY
Guests of this villa enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities and barbecue grills.
Pool
Kitchen
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Chester NY
Guests of this villa enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities and a garden.
Pool
Kitchen
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

Monroe NY
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Glenwood
View all properties
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.

Hotel Options in Glenwood

    Sleep Inn & Suites Middletown - Goshen

    Sleep Inn & Suites Middletown - Goshen

    3491 Route 6 Middletown NY
    $110 nightly
    The price is $130 total per night from Aug 9 to Aug 10
    $130 total
    Aug 9 - Aug 10
    Total with taxes and fees
    Sleep Inn & Suites Monroe - Woodbury

    Sleep Inn & Suites Monroe - Woodbury

    1 Sleep Way Monroe NY
    $112 nightly
    The price is $127 total per night from Aug 10 to Aug 11
    $127 total
    Aug 10 - Aug 11
    Total with taxes and fees
    9.4/10 Exceptional! (1,096 reviews)
    Holiday Inn Express Hotel & Suites Chester by IHG

    Holiday Inn Express Hotel & Suites Chester by IHG

    2 Bryle Place Chester NY
    $95 nightly
    The price is $117 total per night from Jul 26 to Jul 27
    $117 total
    Jul 26 - Jul 27
    Total with taxes and fees
    8.6/10 Excellent! (1,008 reviews)

Luxury Villas

Book luxury villas in Glenwood
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Glenwood. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Glenwood, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Glenwood
You won’t have a problem finding your own space in Glenwood. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Glenwood on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Glenwood rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Glenwood Villas essential information

Accommodation
15 Villas
Lowest Price
$117
Highest Price
$6,252
Popular accommodation
Luxury School House Retreat With Pool & Sauna - 1HR from NYC, Private Waterfront Home Nestled In A Quiet Section Of Lake Hopatcong, Serene 10BR Retreat w/Pool, Gym & Hot Tub, 7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space, Magical Family Escape, Pool, HotTub, Pets, <1 Hr NYC, Pinnacle Pointe by Relaxtay | 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake, 11BR Retreat w Pool, Hot Tub, Sauna & Game Room, Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard, Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

More to Explore