Town of Pines Holiday Rentals

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Our top choices for Town of Pines holiday rentals

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
10.0 out of 10, Exceptional, (23 reviews)
"Loved our stay! Was a great landing spot for us while we were out exploring Indiana Dunes with our pups. Close to everything we needed, including the winery we treated ourselves to during our stay!"
United States
Katelyn S.
The price is NZ$364
includes taxes & fees
20 Apr - 21 Apr
No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
9.0 out of 10, Wonderful, (12 reviews)
"Great Stay!"
United States
Erin
The price is NZ$200
includes taxes & fees
21 Apr - 22 Apr
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

Stay in downtown Three Oaks overlooking the main street!

Stay in downtown Three Oaks overlooking the main street!
Three Oaks
9.8 out of 10, Exceptional, (172 reviews)
"Excellent location and lovely apartment! We loved our stay and will be back!!"
United States
Leslie C.
The price is NZ$473
includes taxes & fees
20 Apr - 21 Apr
Stay in downtown Three Oaks overlooking the main street!

Black Cabin Getaway in Beautiful Woods I Valpo University | Flint Lake | Dunes

Black Cabin Getaway in Beautiful Woods I Valpo University | Flint Lake | Dunes
Valparaiso
9.0 out of 10, Wonderful, (44 reviews)
"It was peaceful and we all had a great experience."
United States
Bala G.
The price is NZ$455
includes taxes & fees
20 Apr - 21 Apr
Black Cabin Getaway in Beautiful Woods I Valpo University | Flint Lake | Dunes

The Boutique at Midtown Central / Hot Tub / Pet Friendly

The Boutique at Midtown Central / Hot Tub / Pet Friendly
Michigan City
9.8 out of 10, Exceptional, (13 reviews)
"We loved staying here. Jason was a great communicator and made sure our needs were met. Plenty of beds for our family of 8 adults. 10 minutes to the national park and its pristine beaches. "
United States
Cindy W.
The price is NZ$501
includes taxes & fees
16 Apr - 17 Apr
The Boutique at Midtown Central / Hot Tub / Pet Friendly

Newly Renovated / Dog Friendly / Sleeps 6

Newly Renovated / Dog Friendly / Sleeps 6
Michigan City
The price is NZ$511
includes taxes & fees
30 Apr - 1 May
Newly Renovated / Dog Friendly / Sleeps 6

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, (130 reviews)
"Great and cozy little cottage. Very close to the beach.Amenities were excellent!"
United States
David C.
The price is NZ$438
includes taxes & fees
17 Apr - 18 Apr
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

Treehouse Bungalow- Quaint and Cozy Getaway!

Treehouse Bungalow- Quaint and Cozy Getaway!
Michigan City
8.6 out of 10, Excellent, (55 reviews)
"Very cute and comfortable. "
United States
Jacqueline C.
The price is NZ$801
includes taxes & fees
20 Apr - 21 Apr
Treehouse Bungalow- Quaint and Cozy Getaway!

Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!

Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!
Three Oaks
10.0 out of 10, Exceptional, (28 reviews)
"Well organized and clean home. Very comfortable mattresses. "
United States
Mary Beth W.
The price is NZ$700
includes taxes & fees
28 Apr - 29 Apr
Breezy Chic: Fresh Spring Vibes at The Modern Oak walkable to town!

Game room/ Hot Tub / Pet Friendly / Duplex

Game room/ Hot Tub / Pet Friendly / Duplex
Michigan City
10.0 out of 10, Exceptional, (5 reviews)
"The house was perfect for and we enjoyed the hot tub."
United States
Mistre S.
The price is NZ$535
includes taxes & fees
19 Apr - 20 Apr
Game room/ Hot Tub / Pet Friendly / Duplex

Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
Michigan City
9.4 out of 10, Exceptional, (34 reviews)
"Enjoyed our stay. Lots of room, easy to find, close to Lake Michigan, and received clear and helpful communication from the property manager/owner before and during our stay. "
United States
Daniel A.
The price is NZ$685
includes taxes & fees
21 Apr - 22 Apr
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (31 reviews)
"Highly recommend very clean, beautiful kitchen my family enjoyed staying there and my dog enjoyed the fenced in backyard"
United States
Mary B.
The price is NZ$672
includes taxes & fees
21 Apr - 22 Apr
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
New Buffalo
9.8 out of 10, Exceptional, (17 reviews)
"Great cozy place with great yard and activity space"
United States
Derek E.
The price is NZ$919
includes taxes & fees
20 Apr - 21 Apr
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
Chesterton
9.8 out of 10, Exceptional, (66 reviews)
"Host was very accommodating. We stayed at the Dunes House in December. The blankets were cozy and the accommodations were comfortable."
United States
marjorie b.
The price is NZ$575
includes taxes & fees
19 Apr - 20 Apr
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes

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

Duplex | Firepit | Game Room | Hot Tub-all year
Michigan City
8.8 out of 10, Excellent, (18 reviews)
"Nice rental with lots of fun extras. Had a great time in the game room, hot tub and fire pit. Great neighborhood. The property condition was ok. Not very clean. "
United States
Andrea
The price is NZ$348
includes taxes & fees
16 Apr - 17 Apr
Duplex | Firepit | Game Room | Hot Tub-all year

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
Three Oaks
9.8 out of 10, Exceptional, (62 reviews)
"Clean, private, and close to town, perfect"
United States
Alex P.
The price is NZ$393
includes taxes & fees
28 Apr - 29 Apr
Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

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

Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
Michigan City
9.6 out of 10, Exceptional, (56 reviews)
"Hot tub in the winter was fantastic! House was clean. Plenty of towels. Host was very responsive before and during stay. "
United States
Tierney D.
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK

Brand New Cottage Walkable to All Downtown Michigan City & Beach!

Brand New Cottage Walkable to All Downtown Michigan City & Beach!
Michigan City
9.8 out of 10, Exceptional, (16 reviews)
"Cute place, extremely clean, comfortable and well-outfitted. It's very convenient, with easy parking and great proximity to downtown Michigan City. "
United States
Heather O.
The price is NZ$516
includes taxes & fees
22 Apr - 23 Apr
Brand New Cottage Walkable to All Downtown Michigan City & Beach!

Downtown 2 BR Cottage w/ King Bed

Downtown 2 BR Cottage w/ King Bed
Valparaiso
10.0 out of 10, Exceptional, (12 reviews)
"Great stay"
United States
Bernie H.
The price is NZ$471
includes taxes & fees
17 Apr - 18 Apr
Downtown 2 BR Cottage w/ King Bed

Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago

Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
Michigan City
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful overnight stay! Comfy house with clean amenities. Great experience! "
United States
Leah K.
The price is NZ$258
includes taxes & fees
21 Apr - 22 Apr
Cozy House: 5 min drive to beach-zoo-restaurants-casino-brewery-train to Chicago
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

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 favorite 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 depends 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 NZ$200 per night. Entering your travel dates in the search wizard 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 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?

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach: This holiday home rental outside of Town of Pines is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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

With 7 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 Lake View 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.