Town of Pines Holiday Rentals

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Holiday Rentals in Town of Pines

The Neighborhood Hotel - Grand Beach
Beach nearby, beach towels
The Neighborhood Hotel - Grand Beach
4.0 star property
9.4 out of 10, Exceptional, 24 reviews
"Un lugar maravilloso para descansar y desconectar. Él apartamento estaba muy bien equipado y super limpio."
The Neighborhood Hotel - Grand Beach
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
View from property
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
10.0 out of 10, Exceptional, 36 reviews
"We immediately fell in love with the property when we walking in and saw the panoramic view from the floor to ceiling windows! The weather wasn’t great for our trip, but thankfully the house was the perfect cozy escape from the rain. Our two dogs loved being close to the beach and the water. Great communication from the owner as well. Would definitely stay again (and hope for better weather) :)"
The price is AU$776
per night
7 July - 8 July
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
On the beach, sun-loungers
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
9.6 out of 10, Exceptional, 292 reviews
"Beautiful view, clean … great stay"
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
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VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool
Outdoor pool, a heated pool
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool
9.4 out of 10, Exceptional, 10 reviews
"Place was very clean, beds was very comfortable. we slepts like a baby and enjoy the house with the amenities. Great location walk distance from Michigan lake highly recommended! Thank you Hodi"
The price is AU$1,090
per night
12 June - 13 June
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Beach
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
9.8 out of 10, Exceptional, 170 reviews
"Lovely place! Lovely owners! The only negative was highway noise."
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
Dunes Escape - Minutes from Indiana Dunes National Park
Beach nearby
Dunes Escape - Minutes from Indiana Dunes National Park
9.8 out of 10, Exceptional, 29 reviews
"We had a great stay! Everything was just as listed! Every area was very clean, kitchen well stocked, plenty of towels provided for our 2 night stay. If i could change anything it would have been to add a nightlight of some sort in the twin room. Unfamiliar place/noises and it was completely dark for my daughter. No lamp or nightlight in that room. Also a few of the cabinet doors need tightened down."
The price is AU$496
per night
17 June - 18 June
Dunes Escape - Minutes from Indiana Dunes National Park
Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!
Sun-loungers, beach towels
Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!
9.8 out of 10, Exceptional, 199 reviews
"We had a wonderful stay. Great location!"
Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
Pool
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
9.6 out of 10, Exceptional, 197 reviews
"Super location, super clean, super cute! We enjoyed sitting on the porch talking for hours, the kitchen was well equipped, the beds were all comfortable, plenty of towels in bathrooms, and beach chairs available to use. We also took the bikes on a trail ride! Hosts were wonderful, we plan to come back in the near future 😊"
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
Beach nearby, sun-loungers, beach towels
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
9.2 out of 10, Wonderful, 31 reviews
"Great beach front location. Relaxing and private. Hosts were nice and made sure all was well."
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
The Victorian Carriage House. Built in 1880, this restored cottage is a charmer.
Outdoor dining
The Victorian Carriage House. Built in 1880, this restored cottage is a charmer.
7.8 out of 10, Good, 12 reviews
"We had a lovely time at this place, it was perfect for a weekend getaway and spending time with friends."
The Victorian Carriage House. Built in 1880, this restored cottage is a charmer.
Treehouse Bungalow- Quaint and Cozy Getaway!
Beach nearby
Treehouse Bungalow- Quaint and Cozy Getaway!
9.4 out of 10, Exceptional, 33 reviews
"We had such an amazing experience with this property and the host. She was very responsive and was so accommodating to some extra requests I had. We would stay again for sure!"
The price is AU$589
per night
12 June - 13 June
Treehouse Bungalow- Quaint and Cozy Getaway!
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
Outdoor pool, a heated pool
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
9.4 out of 10, Exceptional, 36 reviews
"We loved the location, close to great places to eat. The property itself is secluded yet doesn’t feel isolated. The house layout is welcoming and the backyard is the star of the show. The host was always quick to respond and very accommodating. Some minor improvements (but not enough to reduce the star ratings): We played musical beds as it was hard to find one that’s completely comfortable. Could use an update. The pool area needs a little cleaning. The pool itslef is super clean. It’s the...
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Property grounds
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
9.2 out of 10, Wonderful, 79 reviews
"Cozy, well appointed tiny home."
The price is AU$328
per night
7 June - 8 June
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Newly Renovated City Escape with a private hot tub
Property grounds
Newly Renovated City Escape with a private hot tub
9.2 out of 10, Wonderful, 22 reviews
"Had a great girls weekend getaway! The home was clean and nicely decorated. We had plenty of space for five ladies. Hot tub was clean and nice and hot! Close to downtown and all the action. We really enjoyed our stay and would definitely come back!"
The price is AU$615
per night
10 June - 11 June
Newly Renovated City Escape with a private hot tub
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
Property grounds
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
9.6 out of 10, Exceptional, 11 reviews
"We took a little get away to celebrate my husbands and brothers birthdays. The location was a bit obscure directly off the highway and hidden by trees but once we found the place (with just a quick call to the rental group!) the check in was painless. Don’t let the outside fool you once we walked in the living area was spacious and the kitchen was ready to be used ! It was a quaint cabin vibe for sure! The bathrooms were clean the outside was beautiful the only issue was that the patio door...
Lakeside Summer Cottage(Union Pier, Mi)- access to private Lake MI beach
Secluded &Wooded -Lakefront House- 2 fireplces, firept,hotub-90 min frm Chicago!
Dining
Secluded &Wooded -Lakefront House- 2 fireplces, firept,hotub-90 min frm Chicago!
9.8 out of 10, Exceptional, 106 reviews
"This place is absolutely amazing, smack dab in the middle of some of Michigans finest wineries. Mona is very hospitable and very attentive to detail, the lake house is amazing. The decor and well kept property will have you feeling so relaxed and comfortable, my wife and I stayed for Memorial Day weekend and enjoyed ourselves so much we are already talking about going back. I highly recommend this place, you will not be disappointed."
Secluded &Wooded -Lakefront House- 2 fireplces, firept,hotub-90 min frm Chicago!
Heated pool completed on June 15! Stylish Cottage, Theccdot tub, 3bed, 2bth
Fridge, microwave, oven, stovetop
Heated pool completed on June 15! Stylish Cottage, Theccdot tub, 3bed, 2bth
9.8 out of 10, Exceptional, 235 reviews
"Enjoyed time in Union Pier for an early Mother's Day treat to my mother in law. Place was inviting and well appointed. Plenty of bedrooms for all of us. The hot tub was great and we took advantage of that. The host was responsive and great to work with. Look forward to visiting again when the pool is done. Steve and Linda"
Heated pool completed on June 15! Stylish Cottage, Theccdot tub, 3bed, 2bth
Cozy Michigan City Beach Cottage #2
Exterior
Cozy Michigan City Beach Cottage #2
9.6 out of 10, Exceptional, 66 reviews
"Just right for my two teens and dog and me. Beds were comfy. It had enough kitchenware to cook and serve a couple meals. Neighborhood was cute and quiet. And the beach! The best. Short three block walk to an accessible beach access path."
Cozy Michigan City Beach Cottage #2
Morningside
Fridge, microwave, oven, stovetop
Morningside
9.8 out of 10, Exceptional, 36 reviews
"We found the house very comfortable and close to the beach and bike trails. Only suggestion is having a covered front door as it opens into the main room at night."
Morningside
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Beach nearby, sun-loungers
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
9.2 out of 10, Wonderful, 55 reviews
"We were really dedicated to hosting our families in a shared, yet private space, and we were not disappointed. From walks on the beach to dinners in town, this place has it all. The houses are comfortable and inviting with all amenities, and our host was kind and thoughtful in our communications. Renting two properties is no small amount of money, so we were apprehensive, but quickly found out there was no reason to be. We found an incredible experience and great owners, we can't wait to go...
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Don't see what you're looking for?
See all available properties in Town of Pines
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.

Town of Pines Holiday Home Travel Info

Number of holiday homes
39
Popular accommodation
Town of Pines private holiday homes
Known landmarks
Indiana Dunes National Park, Indiana Dunes State Park and Lake View Beach
International airport
Indianapolis, IN (IND-Indianapolis Intl.)

Other types of properties in Town of Pines you may be interested in

Blue Chip Casino Hotel and Spa
Flat-screen TV
Blue Chip Casino Hotel and Spa
3.5 star property
7.8 out of 10, Good, 1,018 reviews
"What I liked best is that I won some money in the casino. Room was comfortable and convenient."
The price is AU$187
per night
10 June - 11 June
Blue Chip Casino Hotel and Spa
Baymont by Wyndham New Buffalo
Indoor pool
Baymont by Wyndham New Buffalo
2.5 star property
6.4 out of 10, 1,008 reviews
"Great staff"
The price is AU$123
per night
13 June - 14 June
Baymont by Wyndham New Buffalo
Four Winds Casino Resort – New Buffalo
Lobby
Four Winds Casino Resort – New Buffalo
3.5 star property
9.2 out of 10, Wonderful, 1,009 reviews
"Great except I was told I don’t qualify for the discount. Otherwise good"
The price is AU$277
per night
16 June - 17 June
Four Winds Casino Resort – New Buffalo
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.

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$328 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?

Dunes Escape - Minutes from Indiana Dunes National Park: This holiday home rental outside of Town of Pines is located near the beach, and has a balcony, a garden and a BBQ to put you at ease 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 5 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. Indiana Dunes State Park and Beverly Shores 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.

Recent reviews of Town of Pines properties
Expedia verified reviews

The Brewery Lodge Hotel

The Brewery Lodge Hotel

5/5 Excellent
"Everything was awesome!!"
A verified traveller stayed at The Brewery Lodge Hotel
Posted 9 hours ago
The Brewery Lodge Hotel