Town of Pines Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Town of Pines vacation rentals

A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

1. No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.
Michigan City
9.8 out of 10, Exceptional, (52 reviews)
"Very cute house in a great location. Very convenient to The Dunes beaches and hiking."
United States
Crystal K.
The price is SARĀ 747
SARĀ 908 total
includes taxes & fees
16 Nov - 17 Nov
No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.
A lighthouse at sunset with rough sea waves.

2. Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (62 reviews)
"We loved our accommodations and the host is wonderful!"
United States
Unspecified U.
The price is SARĀ 470
SARĀ 1,102 total
includes taxes & fees
15 Nov - 16 Nov
Treehouse Bungalow- Quaint and Cozy Getaway!
A lighthouse by the sea with a pier extending into the water.

3. BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Michigan City
9.2 out of 10, Wonderful, (144 reviews)
"Its was ok"
United States
Amber C.
The price is SARĀ 469
SARĀ 988 total
includes taxes & fees
19 Nov - 20 Nov
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
A modern kitchen with white cabinets, a stainless steel refrigerator, granite countertops, and a brick accent wall.

4. Newly Renovated / Dog Friendly / Sleeps 6

Newly Renovated / Dog Friendly / Sleeps 6
Michigan City
10.0 out of 10, Exceptional, (6 reviews)
"Lovely place, well stocked, clean, safe, comfortable and spacious. Location close to restaurants and outlet mall. Host was wonderful."
United States
Billie Farrar f.
The price is SARĀ 372
SARĀ 860 total
includes taxes & fees
11 Dec - 12 Dec
Newly Renovated / Dog Friendly / Sleeps 6
A modern kitchen with stainless steel appliances, wooden cabinets, and built-in shelves.

5. Newely Remodeled Studio!

Newely Remodeled Studio!
Michigan City
9.0 out of 10, Wonderful, (26 reviews)
"Good location for walking to the train stop and a few restaurants"
United States
Athena F.
Newely Remodeled Studio!
A dining area with a large table, chairs, and potted plants.

6. 4BR Family Retreat | Private Hot Tub + 2 Kitchens

4BR Family Retreat | Private Hot Tub + 2 Kitchens
Michigan City
The price is SARĀ 658
SARĀ 1,561 total
includes taxes & fees
1 Dec - 2 Dec
4BR Family Retreat | Private Hot Tub + 2 Kitchens
A living room with a sofa, armchair, coffee table, and a lamp.

7. Downtown Getaway 2

Downtown Getaway 2
Michigan City
9.2 out of 10, Wonderful, (40 reviews)
"Clean property, easy parking, nice area"
United States
Sandi B.
The price is SARĀ 388
SARĀ 771 total
includes taxes & fees
15 Nov - 16 Nov
Downtown Getaway 2
A sunset over a beach with people standing on the shore.

8. Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy

Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy
Michigan City
9.8 out of 10, Exceptional, (34 reviews)
"Great place to stay close to everything!"
United States
Anonymous traveler
The price is SARĀ 439
SARĀ 765 total
includes taxes & fees
15 Nov - 16 Nov
Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy
A two-story brick building with a black front door, white trim, and a number '621' above the door. There are two potted plants on either side of the door, and a small garden area with trimmed bushes.

9. The Moroccan Hideaway

The Moroccan Hideaway
Michigan City
9.8 out of 10, Exceptional, (7 reviews)
"Renee is a great host. She met us and made sure we were comfortable. We are looking for a halfway place for family weekends and will definitely book again. Very close to Franklin street with fun shops and good restaurants."
United States
Bea S.
The price is SARĀ 470
SARĀ 1,190 total
includes taxes & fees
15 Nov - 16 Nov
The Moroccan Hideaway
A patio with a table and chairs, a bicycle, and a string of lights against a twilight sky.

10. The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
9.4 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
The price is SARĀ 294
SARĀ 758 total
includes taxes & fees
6 Dec - 7 Dec
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
A modern outdoor patio with a hot tub, two barbecue grills, and a white brick wall.

11. Game room/ Hot Tub / Pet Friendly / Duplex

Game room/ Hot Tub / Pet Friendly / Duplex
Michigan City
8.6 out of 10, Excellent, (7 reviews)
"The house was perfect for and we enjoyed the hot tub."
United States
Mistre S.
The price is SARĀ 420
SARĀ 1,028 total
includes taxes & fees
16 Nov - 17 Nov
Game room/ Hot Tub / Pet Friendly / Duplex
A beach with a parking lot and buildings in the background.

12. Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Chesterton
8.8 out of 10, Excellent, (141 reviews)
"Perfect for location to walk to local winery or brewery for a little fancy and fancy-free!Weā€™d recommend"
United States
Laura H.
The price is SARĀ 447
SARĀ 551 total
includes taxes & fees
13 Dec - 14 Dec
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
A modern kitchen with white cabinets, stainless steel appliances, a window, and a built-in stove.

13. Charming, Pet Friendly 3-bedroom house in Michigan City

Charming, Pet Friendly 3-bedroom house in Michigan City
Michigan City
The price is SARĀ 762
SARĀ 1,606 total
includes taxes & fees
1 Dec - 2 Dec
Charming, Pet Friendly 3-bedroom house in Michigan City
A living room with a flat-screen TV, a wooden console table, a green armchair, a leather sofa, and a ceiling fan.

14. Dunes Homestead - Near Dunes + Lake + Dog Friendly

Dunes Homestead - Near Dunes + Lake + Dog Friendly
Porter
9.8 out of 10, Exceptional, (37 reviews)
"Everything was as described, and had everything we needed!"
United States
Chrissy B.
Dunes Homestead - Near Dunes + Lake + Dog Friendly
A living room with a dark blue door, a grey sofa, a blue sofa, a coffee table, and a floor lamp.

15. Dunes Home ā€“ Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes

Dunes Home ā€“ Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
Chesterton
9.6 out of 10, Exceptional, (77 reviews)
"Great location, walking distance to downtown Chesterton which had an excellent ice cream shop and other restaurants. Easy driving distance to different parts of Indiana Dunes National Park. Host had great communication before and throughout the visit and the house had all the amenities we needed."
United States
Ammari Capito F.
The price is SARĀ 450
SARĀ 1,353 total
includes taxes & fees
24 Nov - 25 Nov
Dunes Home ā€“ Walk to Town, Fenced Yard, Near Dunes | Valpo University | Dunes
A modern living room with a sofa, coffee table, and TV. There is a dining area with a table and chairs. The room has wooden flooring and a large window with blinds.

16. Sand & Sun Getaway | Drive to Beach Game Room + 2 Living Areas |Game Room | Minutes to Beach

Sand & Sun Getaway | Drive to Beach Game Room + 2 Living Areas |Game Room | Minutes to Beach
Michigan City
9.4 out of 10, Exceptional, (40 reviews)
"Great stay, and very close to the beach!"
United States
Erin W.
The price is SARĀ 422
SARĀ 1,498 total
includes taxes & fees
16 Nov - 17 Nov
Sand & Sun Getaway | Drive to Beach Game Room + 2 Living Areas |Game Room | Minutes to Beach
A beach with sand dunes and grass.

17. The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Porter
9.0 out of 10, Wonderful, (22 reviews)
"Awesome place to stay and plenty to do"
United States
Cody
The price is SARĀ 747
SARĀ 908 total
includes taxes & fees
16 Nov - 17 Nov
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
A two-story brick house with a front porch, a black door, and a number '621' above the door.

18. Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!

Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
Michigan City
9.8 out of 10, Exceptional, (54 reviews)
"Great place, would stay again."
United States
Zakhar S.
The price is SARĀ 537
SARĀ 1,249 total
includes taxes & fees
13 Nov - 14 Nov
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
A beach with a pier extending into the water, a lighthouse in the distance, and the sun setting over the horizon.

19. The Boutique at Midtown Central / Hot Tub / Pet Friendly

The Boutique at Midtown Central / Hot Tub / Pet Friendly
Michigan City
9.4 out of 10, Exceptional, (20 reviews)
"Very clean accommoding"
United States
Linda L.
The price is SARĀ 511
SARĀ 1,138 total
includes taxes & fees
15 Nov - 16 Nov
The Boutique at Midtown Central / Hot Tub / Pet Friendly
A beach with a pier extending into the water, a lighthouse in the distance, and the sun setting over the horizon.

20. Hot Tub + Fire Pit + Dog-Friendly Retreat Beach

Hot Tub + Fire Pit + Dog-Friendly Retreat Beach
Michigan City
8.8 out of 10, Excellent, (15 reviews)
"Had a great time at this rental. Holiday get together with family in a central location. Lots of beds for a large group. "
United States
Anonymous traveler
The price is SARĀ 498
SARĀ 1,426 total
includes taxes & fees
15 Nov - 16 Nov
Hot Tub + Fire Pit + Dog-Friendly Retreat Beach
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 Pines Hotel Reviews

A buffet with various food items, including omelets and a cheese omelet.
Holiday Inn Express & Suites Michigan City by IHG

Holiday Inn Express & Suites Michigan City by IHG

Holiday Inn Express & Suites Michigan City by IHG
Michigan City

10/10 Excellent

Short stay before going to Chicago. Very pleasant staff and a good breakfast.
United States
Anonymous traveler
Reviewed April 3, 2025
Holiday Inn Express & Suites Michigan City by IHG

Frequently Asked Questions

Can I find a vacation rental in Town of Pines?

Yes, we give you a choice of vacation rentals near popular sights in Town of Pines, or you can go with a secluded option if you're looking for a relaxing stay. Town of Pines is known for its beaches.

What's the top vacation rental that Town of Pines has to offer?

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart: Visitors like this Town of Pines vacation home rental. It is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Town of Pines?

With 8 Expedia vacation rentals, you're sure to find just the right place for your Town of Pines stay.

What can I see and do in Town of Pines?

Explore the area and family-friendly sights such as Washington Park Zoo, or get out into nature at a spot like Indiana Dunes National Park. Beverly Shores Beach and Lake View Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Town of Pines?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Town of Pines. Vacation rentals offer extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip.