Search Vacation Homes in Dolton

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Dolton holiday homes

1. Romantic Escape - Adult Playhouse with Red Room & Exotic Dungeon

Romantic Escape - Adult Playhouse with Red Room & Exotic Dungeon
South Holland
8.8 out of 10, Excellent, (15 reviews)
"enjoyed my stay cant wait to book again "
United States
Anonymous traveller
The price is HK$3,058
HK$3,539 total
includes taxes & fees
11 Nov - 12 Nov
Romantic Escape - Adult Playhouse with Red Room & Exotic Dungeon

2. Vintage meets Modern 20 min from Chicago.

Vintage meets Modern 20 min from Chicago.
Calumet City
The price is HK$1,397
HK$2,987 total
includes taxes & fees
23 Nov - 24 Nov
Vintage meets Modern 20 min from Chicago.

3. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.8 out of 10, Exceptional, (37 reviews)
"Quiet neighborhood, comfy beds, attentive hosts. Would stay again."
United States
Scott n Holly K.
The price is HK$1,122
HK$1,555 total
includes taxes & fees
11 Nov - 12 Nov
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

4. Beautifully furnished one bedroom loft located in Chicago's South side suburb

Beautifully furnished one bedroom loft located in Chicago's South side suburb
Hazel Green
10.0 out of 10, Exceptional, (1 review)
"Super great location, we had a concert at Tinley Park, then explored Chicago with a river cruise and Second City Everything was perfect and so eat to just chill, come and go as we pleased In a nice neighborhood and interior was furnished beautifully. Definitely worth the price !!"
United States
Nick L.
Beautifully furnished one bedroom loft located in Chicago's South side suburb

5. The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock

The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
Merrillville
10.0 out of 10, Exceptional, (2 reviews)
"Good location clean full amenities lots of space and convenience."
United States
david d.
The price is HK$4,510
HK$8,301 total
includes taxes & fees
1 Dec - 2 Dec
The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock

6. Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool

Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Merrillville
9.8 out of 10, Exceptional, (9 reviews)
"The house was cozy and very clean. The hot tub was amazing! Check-in instructions were clear and easy to follow. The host was very helpful and responsive to messages. We would definitely stay again. Thank you!"
United States
Anonymous traveller
The price is HK$2,352
HK$3,547 total
includes taxes & fees
6 Dec - 7 Dec
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool

7. Spacious 5-Bedroom Golf Course Home for Getaways

Spacious 5-Bedroom Golf Course Home for Getaways
Merrillville
10.0 out of 10, Exceptional, (8 reviews)
"It was a fantastic experience from arrival to departure. We've played the course every year and our group comes from all over Chicago. It was great to stay the night and enjoy the property versus driving back at the end of our round. The hospitality was great and the accommodations were first class."
United States
Jon R.
The price is HK$10,584
HK$12,872 total
includes taxes & fees
11 Nov - 12 Nov
Spacious 5-Bedroom Golf Course Home for Getaways

8. Modern 3BR w/Deck · Minutes from I-65. Fenced Yard

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Merrilville
8.6 out of 10, Excellent, (4 reviews)
"Great pet friendly home and yard. Host was responsive great communication. Excellent, easy to access location."
United States
Lynda L.
The price is HK$1,450
HK$3,442 total
includes taxes & fees
6 Dec - 7 Dec
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard

9. Spacious 2BR • Full Basement w/Fireplace • Coffee Bar • Pets OK• Gam...

Spacious 2BR • Full Basement w/Fireplace • Coffee Bar • Pets OK• Gam...
Brookfield
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at Crimson Manor. The property was super clean and well furnished, and kitchen was well-appointed. Stacey was a very responsive and attentive host. Even when we had difficulty getting into the garage, she had it resolved in 10 minutes. The basement game room is awesome - especially if you have a family! We recommend this property!"
United States
Steve H.
The price is HK$1,274
HK$3,482 total
includes taxes & fees
15 Nov - 16 Nov
Spacious 2BR • Full Basement w/Fireplace • Coffee Bar • Pets OK• Gam...

10. Coastal Home | Patio & Firepit | Backyard Games

Coastal Home | Patio & Firepit | Backyard Games
Merrillville
The price is HK$2,318
HK$2,798 total
includes taxes & fees
7 Dec - 8 Dec
Coastal Home | Patio & Firepit | Backyard Games

11. Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park

Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park
Miller Beach
9.2 out of 10, Wonderful, (69 reviews)
"This was a great spot for a quiet family vacation! It was great being so close to the lake!"
United States
Marcia M.
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park

12. An Escape to a Dream of Green and relaxation.

An Escape to a Dream of Green and relaxation.
Miller Beach
9.6 out of 10, Exceptional, (28 reviews)
"Extremely clean. Kitchen needs more/newer cookware/bakeware to match how nice the house is. Hot tub was a wonderful addition along with the extra room on the back of the house. Overall we enjoyed our stay."
United States
Julie R.
The price is HK$2,117
HK$4,478 total
includes taxes & fees
16 Nov - 17 Nov
An Escape to a Dream of Green and relaxation.

13. 5-minute walk to the largest old school arcade in America! Family friendly.

5-minute walk to the largest old school arcade in America! Family friendly.
Brookfield
8.6 out of 10, Excellent, (9 reviews)
"A nice house that easily slept 4 kids and 4 adults. There were ants in the house, then than that it was very nice, it was easy to get to the train into Chicago from here."
United States
Ryan S.
The price is HK$2,011
HK$4,374 total
includes taxes & fees
23 Nov - 24 Nov
5-minute walk to the largest old school arcade in America! Family friendly.

14. 4 BR • Theater Room • Gym • Walk to Lincoln Park!

4 BR • Theater Room • Gym • Walk to Lincoln Park!
Lincoln Park
9.0 out of 10, Wonderful, (2 reviews)
"Property is a bit worn, however, furnishings are in good shape and nicely appointed for our stay. Clean upon arrival and great location for an extended stay in Chicago. Host has extra supplies that are helpful- umbrellas, games, laundry detergent that made our stay easier and more enjoyable. Would stay again."
United States
Sara C.
4 BR • Theater Room • Gym • Walk to Lincoln Park!

15. Spacious 5BR 2BA Berwyn Home

Spacious 5BR 2BA Berwyn Home
Berwyn
10.0 out of 10, Exceptional, (1 review)
"experience was good i loved it honestly "
United States
jamya w.
Spacious 5BR 2BA Berwyn Home

16. Vibrant House, Walk to Train, Game Room

Vibrant House, Walk to Train, Game Room
Brookfield
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful place to stay!"
United States
Chasity D.
The price is HK$2,276
HK$5,617 total
includes taxes & fees
15 Nov - 16 Nov
Vibrant House, Walk to Train, Game Room

17. Firepit • Game Room • Theater • Gym • Sleeps 18

Firepit • Game Room • Theater • Gym • Sleeps 18
Austin
6.0 out of 10, (1 review)
"Ok place to fit large families if no other option available. Not suitable for kids with allergies as there are some opportunities in the cleanness and maintenance of the property.The communication were ok for reserving but very limited during the stay.The floor os severely damaged as well."
United States
Adrian Cesar C.
The price is HK$1,929
HK$8,087 total
includes taxes & fees
23 Nov - 24 Nov
Firepit • Game Room • Theater • Gym • Sleeps 18

18. Envitae Hotel, 4BR Modern Sleek Apartment

Envitae Hotel, 4BR Modern Sleek Apartment
Near North Side
10.0 out of 10, Exceptional, (2 reviews)
"From booking to leaving, the experience here was amazing and easy to navigate. Great building and I have never had a more communicative host situation. Would gladly book again."
United States
Erin G.
Envitae Hotel, 4BR Modern Sleek Apartment
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.

Learn more about Dolton

Stroll along the scenic Cal-Sag Trail, where locals jog and bike alongside the historic Calumet River. Catch a show at the Dolton Park District's outdoor amphitheatre or explore nearby Chicago's world-class museums and architecture for a culture-packed day trip.

A calm lake reflecting trees and a sunset sky.

Top reviews in Dolton