Town of Pines Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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.
$223 nightly
The price is $250
Nov 9 - Nov 10
Total with taxes and fees
No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.
A hot tub with a control panel, a wooden wall, and a stone-like exterior.

2. 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.
$222 nightly
The price is $249
Nov 9 - Nov 10
Total with taxes and fees
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.

3. 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.
$198 nightly
The price is $210
Nov 9 - Nov 10
Total with taxes and fees
Newly Renovated / Dog Friendly / Sleeps 6
A modern kitchen with white cabinets, a granite countertop, and a central island with placemats and a vase of flowers.

4. 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.
$254 nightly
The price is $285
Nov 9 - Nov 10
Total with taxes and fees
Treehouse Bungalow- Quaint and Cozy Getaway!
A living room with a sofa, armchair, coffee table, and a lamp.

5. 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.
$179 nightly
The price is $200
Nov 9 - Nov 10
Total with taxes and fees
Downtown Getaway 2
A modern hotel with a curved glass facade, a prominent Blue Chip sign, and a landscaped entrance area.

6. Duplex | Firepit | Game Room | Hot Tub-all year

Duplex | Firepit | Game Room | Hot Tub-all year
Michigan City
8.4 out of 10, Very good, (19 reviews)
"It’s was very clean , comfortable beds too "
United States
Donna
Duplex | Firepit | Game Room | Hot Tub-all year
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.

7. 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.
$275 nightly
The price is $308
Nov 9 - Nov 10
Total with taxes and fees
The Moroccan Hideaway
A patio with a table and chairs, a bicycle, and a string of lights against a twilight sky.

8. 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.
$173 nightly
The price is $194
Nov 9 - Nov 10
Total with taxes and fees
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
A kitchen with granite countertops, white cabinets, a ceiling fan, and pendant lighting.

9. Cozy Duplex Retreat | Hot Tub + Full Kitchen

Cozy Duplex Retreat | Hot Tub + Full Kitchen
Michigan City
10.0 out of 10, Exceptional, (1 review)
"Very clean, beautiful home, great location! I look forward to visiting again "
United States
Josh K.
$215 nightly
The price is $229
Nov 11 - Nov 12
Total with taxes and fees
Cozy Duplex Retreat | Hot Tub + Full Kitchen
A modern living room with a sofa, coffee table, and floor lamp.

10. 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
$216 nightly
The price is $242
Nov 10 - Nov 11
Total with taxes and fees
Cozy House Retreat: Exclusive Full Yard & Porch-2 Miles to Beach and Mt Baldy
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.
$244 nightly
The price is $258
Nov 9 - Nov 10
Total with taxes and fees
Game room/ Hot Tub / Pet Friendly / Duplex
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.

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!We’d recommend"
United States
Laura H.
$124 nightly
The price is $139
Nov 9 - Nov 10
Total with taxes and fees
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

13. King Bed | Non-Smoking

King Bed | Non-Smoking
Portage
10.0 out of 10, Exceptional, (68 reviews)
"The place is not clean and it smells really bad. It did not look anything like the pictures."
United States
Luis
$102 nightly
The price is $113
Nov 9 - Nov 10
Total with taxes and fees
King Bed | Non-Smoking
A modern hotel with a curved glass facade, a prominent 'Blue Chip' sign, and a landscaped courtyard.

14. 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.
$271 nightly
The price is $289
Nov 9 - Nov 10
Total with taxes and fees
The Boutique at Midtown Central / Hot Tub / Pet Friendly
A modern kitchen with a central island, wooden dining table, and chairs. There is a ceiling fan, a microwave, and a refrigerator.

15. NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres!
Chesterton
7.8 out of 10, Good, (13 reviews)
"The host was responsive and super friendly. We loved staying here - Chesterton was beautiful and the downtown area was incredible. We fell in love."
United States
Amanda H.
NEW! Beautiful Riverfront Home on 10 Acres!
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.
$337 nightly
The price is $377
Nov 18 - Nov 19
Total with taxes and fees
Sand & Sun Getaway | Drive to Beach Game Room + 2 Living Areas |Game Room | Minutes to Beach
A two-story brick house with a front porch, a black door, and a number '621' above the door.

17. 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.
$289 nightly
The price is $324
Nov 9 - Nov 10
Total with taxes and fees
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

18. Premium King Bed|Portage

Premium King Bed|Portage
Portage
10.0 out of 10, Exceptional, (65 reviews)
"Sketchy property location, not clearly marked on the street (kind of hard to find), unnecessary poor communication regarding check-in procedures, (just like a regular front desk experience but they make it complicated) The room was ok, bed was fine, staff was very helpful, property condition was just ok."
United States
Dave
$110 nightly
The price is $122
Nov 9 - Nov 10
Total with taxes and fees
Premium King Bed|Portage
A large house with a swimming pool, a covered patio, and a garage with multiple doors.

19. 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
$209 nightly
The price is $234
Nov 29 - Nov 30
Total with taxes and fees
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
A modern hotel with a curved glass facade, a prominent Blue Chip sign, and a landscaped entrance area.

20. Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK

Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
Michigan City
9.4 out of 10, Exceptional, (63 reviews)
"Perfect spot for a short getaway with the family. Hot tub was great. Close to the beach. Game room etc. Kids loved it all. Thanks!"
United States
Meghan R.
$349 nightly
The price is $390
Dec 1 - Dec 2
Total with taxes and fees
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
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 modern hotel lobby with seating areas, a coffee station, and a reception desk.
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

Find out more about Town of Pines

Everything you need to know about Town of Pines vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Town of Pines vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Town of Pines vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Town of Pines vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Town of Pines. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Town of Pines in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $138 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Town of Pines rentals

At Expedia, we put the best Town of Pines vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Town of Pines rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Town of Pines vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Town of Pines. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.