Vacation rentals in Greenwood, IL

60 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Greenwood, IL

Cozy Wisconsin Studio, 11 Mi to Lake Geneva! - Greenwood, IL

Cozy Wisconsin Studio, 11 Mi to Lake Geneva!

Apartment, Greenwood

Cozy Wisconsin Studio, 11 Mi to Lake Geneva! is a apartment in Greenwood, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Cozy Wisconsin Studio, 11 Mi to Lake Geneva!

Cozy Wisconsin Studio, 11 Mi to Lake Geneva! is a apartment in Greenwood, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,406.

From$148/night
Show
Cozy Wisconsin Studio, 11 Mi to Lake Geneva! - Greenwood, IL

Cozy Wisconsin Studio, 11 Mi to Lake Geneva!

Apartment, Greenwood

Cozy Wisconsin Studio, 11 Mi to Lake Geneva! is a apartment in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Cozy Wisconsin Studio, 11 Mi to Lake Geneva!

Cozy Wisconsin Studio, 11 Mi to Lake Geneva! is a apartment in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,455.

From$181/night
Show
KING bed | Crystal Lake | McHenry | Cary | COZY - Greenwood, IL

KING bed | Crystal Lake | McHenry | Cary | COZY

Holiday Home, Greenwood

KING bed · Crystal Lake · McHenry · Cary · COZY is a holiday home in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About KING bed | Crystal Lake | McHenry | Cary | COZY

KING bed · Crystal Lake · McHenry · Cary · COZY is a holiday home in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,332.

From$190/night
Show
The Hideaway at Hayloft Lodge – Chic & Unique Stay - Greenwood, IL

The Hideaway at Hayloft Lodge – Chic & Unique Stay

Condo, Greenwood

The Hideaway at Hayloft Lodge – Chic & Unique Stay is a condo in Greenwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About The Hideaway at Hayloft Lodge – Chic & Unique Stay

The Hideaway at Hayloft Lodge – Chic & Unique Stay is a condo in Greenwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and gym.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,473.

From$210/night
Show

Family-friendly vacation rentals in Greenwood, IL

Plan a trip with stays that give families more room to spread out.

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva! - Greenwood, IL

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva!

Cottage, Greenwood

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva! is a cottage in Greenwood, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Powers Lake Home w/ Patio - 9 Mi to Lake Geneva!

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva! is a cottage in Greenwood, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,685.

From$333/night
Show
Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports - Greenwood, IL

Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports

Cottage, Greenwood

Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports is a cottage in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports

Lakefront, Newly Renovated, Tranquil Getaway, Free Water Sports is a cottage in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,694.

From$385/night
Show
Storybook 3BR Cottage Near Golf, Ski & Lake Geneva - Greenwood, IL

Storybook 3BR Cottage Near Golf, Ski & Lake Geneva

Holiday Home, Greenwood

Storybook 3BR Cottage Near Golf, Ski & Lake Geneva is a holiday home in Greenwood, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable…

Read more

About Storybook 3BR Cottage Near Golf, Ski & Lake Geneva

Storybook 3BR Cottage Near Golf, Ski & Lake Geneva is a holiday home in Greenwood, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,917.

From$417/night
Show
Lakefront Retreat With Dock, BBQ and Lake Access - Greenwood, IL

Lakefront Retreat With Dock, BBQ and Lake Access

Cottage, Greenwood

Lakefront Retreat With Dock, BBQ and Lake Access is a cottage in Greenwood, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Lakefront Retreat With Dock, BBQ and Lake Access

Lakefront Retreat With Dock, BBQ and Lake Access is a cottage in Greenwood, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,437.

From$496/night
Show

Pet-friendly vacation rentals in Greenwood, IL

Bring your pet along with stays that welcome four-legged travelers.

Private Island. Charming 3-bed on. Boat included. WiFi, AC in tranquil Fox Lake - Greenwood, IL

Private Island. Charming 3-bed on. Boat included. WiFi, AC in tranquil Fox Lake

Cabin, Greenwood

Private Island. Charming 3-bed on. Boat included. WiFi, AC in tranquil Fox Lake is a cabin in Greenwood, with pet-friendly space. This stay gives travelers a comfortable base for exploring…

Read more

About Private Island. Charming 3-bed on. Boat included. WiFi, AC in tranquil Fox Lake

Private Island. Charming 3-bed on. Boat included. WiFi, AC in tranquil Fox Lake is a cabin in Greenwood, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,828.

From$261/night
Show
Nippersink Lakehouse - Private Pier, Jet Ski ramp and Pet Friendly! - Greenwood, IL

Nippersink Lakehouse - Private Pier, Jet Ski ramp and Pet Friendly!

Holiday Home, Greenwood

Nippersink Lakehouse - Private Pier, Jet Ski ramp and Pet Friendly! is a holiday home in Greenwood, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

Read more

About Nippersink Lakehouse - Private Pier, Jet Ski ramp and Pet Friendly!

Nippersink Lakehouse - Private Pier, Jet Ski ramp and Pet Friendly! is a holiday home in Greenwood, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,170.

From$310/night
Show
Private Cabin with Scenic Nature Views in Richmond - Greenwood, IL

Private Cabin with Scenic Nature Views in Richmond

Holiday Home, Greenwood

Private Cabin with Scenic Nature Views in Richmond is a holiday home in Greenwood, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Private Cabin with Scenic Nature Views in Richmond

Private Cabin with Scenic Nature Views in Richmond is a holiday home in Greenwood, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,737.

From$391/night
Show
Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome - Greenwood, IL

Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome

Holiday Home, Greenwood

Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome is a holiday home in Greenwood, with pet-friendly space, easy beach access, and kitchen access. This stay…

Read more

About Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome

Chain O' Lakes life...serene bay w/ private beach access. Kayaks & Boats welcome is a holiday home in Greenwood, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,820.

From$403/night
Show

Vacation rentals with a pool in Greenwood, IL

Add a pool to the search when you want an easy place to cool off between outings.

`Lakeloft` Adoring Flat - Greenwood, IL

`Lakeloft` Adoring Flat

Apartment, Greenwood

`Lakeloft` Adoring Flat is a apartment in Greenwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About `Lakeloft` Adoring Flat

`Lakeloft` Adoring Flat is a apartment in Greenwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, and gym.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,690.

From$241/night
Show
The Family Clubhouse at Abbey Springs - Greenwood, IL

The Family Clubhouse at Abbey Springs

Condo, Greenwood

The Family Clubhouse at Abbey Springs is a condo in Greenwood, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About The Family Clubhouse at Abbey Springs

The Family Clubhouse at Abbey Springs is a condo in Greenwood, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, washer, and dryer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,925.

From$425/night
Show
Abbey Villas Retreat - Resort Pool, Beach Access & Steps to the Abbey - Greenwood, IL

Abbey Villas Retreat - Resort Pool, Beach Access & Steps to the Abbey

Condo, Greenwood

Abbey Villas Retreat - Resort Pool, Beach Access & Steps to the Abbey is a condo in Greenwood, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

Read more

About Abbey Villas Retreat - Resort Pool, Beach Access & Steps to the Abbey

Abbey Villas Retreat - Resort Pool, Beach Access & Steps to the Abbey is a condo in Greenwood, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,650.

From$521/night
Show
Abbey Springs Resort with Golf Cart, Shared Pools - Greenwood, IL

Abbey Springs Resort with Golf Cart, Shared Pools

Condo, Greenwood

Abbey Springs Resort with Golf Cart, Shared Pools is a condo in Greenwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Abbey Springs Resort with Golf Cart, Shared Pools

Abbey Springs Resort with Golf Cart, Shared Pools is a condo in Greenwood, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,507.

From$644/night
Show

Vacation rentals with parking in Greenwood, IL

Find vacation rentals that make arriving by car easier.

Cozy Wisconsin Studio, 11 Mi to Lake Geneva! - Greenwood, IL

Cozy Wisconsin Studio, 11 Mi to Lake Geneva!

Apartment, Greenwood

Cozy Wisconsin Studio, 11 Mi to Lake Geneva! is a apartment in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Cozy Wisconsin Studio, 11 Mi to Lake Geneva!

Cozy Wisconsin Studio, 11 Mi to Lake Geneva! is a apartment in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,375.

From$196/night
Show
King bed Crystal Lake Mchenry Cary Cozy - Greenwood, IL

King bed Crystal Lake Mchenry Cary Cozy

Holiday Home, Greenwood

King bed Crystal Lake Mchenry Cary Cozy is a holiday home in Greenwood, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy is a holiday home in Greenwood, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, beachfront, beach front, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,743.

From$212/night
Show
Powers Lake Home w/ Patio - 9 Mi to Lake Geneva! - Greenwood, IL

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva!

Holiday Home, Greenwood

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva! is a holiday home in Greenwood, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Powers Lake Home w/ Patio - 9 Mi to Lake Geneva!

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva! is a holiday home in Greenwood, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,588.

From$294/night
Show
Charming home, walk to The District, dining & shops: Lake Geneva only 12 miles! - Greenwood, IL

Charming home, walk to The District, dining & shops: Lake Geneva only 12 miles!

Holiday Home, Greenwood

Charming home, walk to The District, dining & shops: Lake Geneva only 12 miles! is a holiday home in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base…

Read more

About Charming home, walk to The District, dining & shops: Lake Geneva only 12 miles!

Charming home, walk to The District, dining & shops: Lake Geneva only 12 miles! is a holiday home in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,133.

From$448/night
Show

Vacation rentals with a kitchen in Greenwood, IL

Compare stays with kitchen access for longer trips and easier meals.

The Little Farm Fontana 5 min from Geneva Lake! - Greenwood, IL

The Little Farm Fontana 5 min from Geneva Lake!

Holiday Home, Greenwood

The Little Farm Fontana 5 min from Geneva Lake! is a holiday home in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About The Little Farm Fontana 5 min from Geneva Lake!

The Little Farm Fontana 5 min from Geneva Lake! is a holiday home in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,931.

From$276/night
Show
Twin Lakes Rental One Block from Lake Elizabeth - Greenwood, IL

Twin Lakes Rental One Block from Lake Elizabeth

Holiday Home, Greenwood

Twin Lakes Rental One Block from Lake Elizabeth is a holiday home in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Twin Lakes Rental One Block from Lake Elizabeth

Twin Lakes Rental One Block from Lake Elizabeth is a holiday home in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,168.

From$310/night
Show
Powers Lake Home w/ Patio - 9 Mi to Lake Geneva! - Greenwood, IL

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva!

Holiday Home, Greenwood

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva! is a holiday home in Greenwood, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Powers Lake Home w/ Patio - 9 Mi to Lake Geneva!

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva! is a holiday home in Greenwood, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,602.

From$372/night
Show
~Twin Lakes Lakefront with optional pontoon for Rent!!~ - Greenwood, IL

~Twin Lakes Lakefront with optional pontoon for Rent!!~

Holiday Home, Greenwood

~Twin Lakes Lakefront with optional pontoon for Rent!!~ is a holiday home in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About ~Twin Lakes Lakefront with optional pontoon for Rent!!~

~Twin Lakes Lakefront with optional pontoon for Rent!!~ is a holiday home in Greenwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,114.

From$445/night
Show