Town of Pines Holiday Rentals

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Holiday Rentals in Town of Pines

Our top choices for Town of Pines holiday rentals

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (58)
"Great stay for a large family, stayed in the 3 bedroom suite. "
The Neighborhood Hotel - Grand Beach

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

9.6 out of 10, Exceptional, (231)
"We enjoyed our stay. Everything was picturesque and would definitely recommend staying here."
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

Treehouse Bungalow- Quaint and Cozy Getaway!

8.6 out of 10, Excellent, (54)
"Very nice, comfortable stay"
The price is AU$859
includes taxes & fees
16 Oct - 17 Oct
Treehouse Bungalow- Quaint and Cozy Getaway!

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

10.0 out of 10, Exceptional, (198)
"We loved our stay here. I can’t wait to come back in the summer months"
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

9.2 out of 10, Wonderful, (67)
"Had the best weekend at this house. The house was clean, updated, and had everything we could need. Will be staying again. "
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

9.8 out of 10, Exceptional, (115)
"I stayed here with a large group of friends. It's a beautiful property, it fit our group perfectly. Fun location with plenty of great things to do nearby. "
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

10.0 out of 10, Exceptional, (76)
"This house is a great setup and well taken care of. The owners are very responsive and location is close to everything."
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

10.0 out of 10, Exceptional, (118)
"We enjoyed both the stay and view. In addition, the house is close to restaurants and parks."
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

9.8 out of 10, Exceptional, (144)
"Amazing house for a large group of friends!"
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

8.6 out of 10, Excellent, (84)
"Great house, beautiful view, very clean"
The price is AU$1,223
includes taxes & fees
21 Sept - 22 Sept
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

Juniper Presents: Lakefront Getaway and Outdoor Living Redefined

9.6 out of 10, Exceptional, (101)
"Our family spent the holiday at this incredible house and everything was perfect. We would definitely stay here again and highly recommend it. "
Juniper Presents: Lakefront Getaway and Outdoor Living Redefined

Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room

10.0 out of 10, Exceptional, (211)
"The house and its location were truly amazing. While the photos are beautiful, the actual experience exceeded our expectations! A fantastic spot for a large group stay."
Amazing Lake Views, Beach Access, Hot Tub, Fire Pit, Screened Porch & Game Room

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

9.0 out of 10, Wonderful, (77)
"Great location "
The price is AU$187
includes taxes & fees
21 Sept - 22 Sept
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

9.4 out of 10, Exceptional, (26)
"Our family had a wonderful time staying and making memories at the bluebird house. The house was very inviting and precious. Would def visit again."
The price is AU$279
includes taxes & fees
18 Sept - 19 Sept
Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

Sweet Stay By-The-Lake in Michigan City with AC, WiFi

2.0 star property
9.6 out of 10, Exceptional, (20)
"Cute cottage, close to the beach. It was clean and the owners were very friendly and helpful!"
Sweet Stay By-The-Lake in Michigan City with AC, WiFi

BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES

9.6 out of 10, Exceptional, (321)
"Wonderful fun property. Beautiful views and close to everything. "
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES

Spacious home near nightlife, beaches, dunes, zoo, and Lake Michigan charters.

7.6 out of 10, Good, (24)
"Nice place to stay while on fishing trip"
Spacious home near nightlife, beaches, dunes, zoo, and Lake Michigan charters.

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

9.4 out of 10, Exceptional, (118)
"It was an amazing place! Super clean and cozy."
The price is AU$305
includes taxes & fees
18 Sept - 19 Sept
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

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

9.6 out of 10, Exceptional, (45)
"Liked the location, hot tub was great.Walked to the zoo."
The price is AU$515
includes taxes & fees
8 Oct - 9 Oct
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK

Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

9.6 out of 10, Exceptional, (32)
"We had an amazing time! Enjoyed every part of the house "
The price is AU$386
includes taxes & fees
14 Oct - 15 Oct
Red Zen | HotTub-all yr | Firepit | Grill | DogsOK
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

Find out more about Town of Pines

Find out more about Town of Pines

Everything you need to know about Town of Pines holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Town of Pines holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Town of Pines holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Town of Pines holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Town of Pines holiday rentals we have selected for you start as low as AU$187 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Town of Pines rentals

At Expedia, we put the best Town of Pines holiday 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 holiday.

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 holiday rental in Town of Pines?

Yes, there are holiday rentals close to the most popular sights in Town of Pines, or you can select a more secluded option if you're looking for a relaxing stay. Town of Pines is known for its beaches.

What are some of the best holiday rentals that Town of Pines has to offer?

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.: This holiday home rental outside of Town of Pines offers a balcony, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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

With 6 Expedia holiday rentals, you're guaranteed 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 Central Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Town of Pines?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Town of Pines. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.