Town of Pines Holiday Rentals

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, (25)
"I liked that they replied to messages and any questions I had. I also liked how it was well kept. I didn’t like how the pool wasn’t available"
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, (37)
"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) :)"
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, (293)
"Property was perfect and made a nice beach side stop over for my trip. Host was literally the best. Thought of everything their guests could possible need or need to know. Also was very quick with responses , including when I accidentally locked myself out of the rental while bringing in luggage. If you’re looking for bookings in this area, just stop and get this one already. You definitely won’t regret it."
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES
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)
"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$1,070
per night
9 July - 10 July
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool
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)
"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!
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)
"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!
Dunes Escape - Minutes from Indiana Dunes National Park
Beach nearby
Dunes Escape - Minutes from Indiana Dunes National Park
9.8 out of 10, Exceptional, (30)
"We loved our stay and had a relaxing time in the area. Buying groceries to cook was great with a full kitchen to cook with. Rooms were super nice and also had every accommodation we could need. Definitely will be looking to stay again!"
The price is AU$496
per night
27 June - 28 June
Dunes Escape - Minutes from Indiana Dunes National Park
Treehouse Bungalow- Quaint and Cozy Getaway!
Beach nearby
Treehouse Bungalow- Quaint and Cozy Getaway!
9.2 out of 10, Wonderful, (34)
"We just needed one night to recover from our day at Indiana Dunes before we headed out of town. It was a great spot. The decor is so cute. Beds were comfortable. Everything worked just fine. We had a little trouble with the key code on the door when we checked in, but the host was VERY responsive and quick. Hardly a moment of delay accessing the property."
The price is AU$588
per night
17 June - 18 June
Treehouse Bungalow- Quaint and Cozy Getaway!
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)
"Lovely place! Lovely owners! The only negative was highway noise."
The price is AU$523
per night
14 July - 15 July
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5
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, (200)
"The property was so cute and very clean! Perfect for a little get away! So close to the beach and other restaurants and wineries. Was also great that they produced beach towels and chairs! Very cute little set up! We very much enjoyed our stay! Would definitely book again :)"
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, (198)
"We usually come to stay at the Troll’s Den at least once a year, sometimes twice! It is the perfect place for our little family! Everything is always perfect on our arrival, and Anders is very communicative during our stay if anything comes up."
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
Morningside
Private kitchen
Morningside
9.8 out of 10, Exceptional, (37)
"The house was clean and well appointed, very good location in a quiet neighborhood not far from the lake"
Morningside
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)
"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.
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)
"Cozy, well appointed tiny home."
The price is AU$427
per night
17 June - 18 June
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Beach, casino, pet-friendly cottage
Beach nearby
Beach, casino, pet-friendly cottage
9.4 out of 10, Exceptional, (45)
"We came to Michigan City for my daughter’s Senior trip. She wanted to go to Chicago and I didn’t want to stay in Chicago. I found this house. This cute little house is a short walk from stop 7 on Lake Michigan. The host was extremely friendly and helpful. The next time we come up this way, we will stay here. I highly recommend staying here. You will not regret it. The location was a 10/10."
Beach, casino, pet-friendly cottage
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)
"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$646
per night
17 June - 18 June
Newly Renovated City Escape with a private hot tub
Stylish retreat, new pool, 3 bed, 2 bath, walk to Union Pier village, hot tub!
Fridge, microwave, oven, stovetop
Stylish retreat, new pool, 3 bed, 2 bath, walk to Union Pier village, hot tub!
9.8 out of 10, Exceptional, (235)
"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"
Stylish retreat, new pool, 3 bed, 2 bath, walk to Union Pier village, hot tub!
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)
"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!
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat'l Park
Property grounds
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat'l Park
8.6 out of 10, Excellent, (16)
"My family and I enjoyed a relaxing stay at Dunehaven! We wanted to visit Indiana State Dunes to experience a beach made from a natural lake. It was cold in May, but didn't stop of from enjoying the sun and sand. The hot tub was easy to use and firepit at night was needed after a long day. The home was clean, inviting and the beach was so close. Literally, it was just a two minute drive. I recommend getting out and exploring the road towards the Michigan state line. Michigan City is only thirty...
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat'l Park
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Property grounds
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
8.2 out of 10, Very good, (34)
"The yard is awesome, of course the hot tub at the top of the hill was the best, and we enjoyed the firepit as well. The house was a tidy little cottage at which we enjoyed our stay. It’s within a short walk to the National Park and downtown Miller Beach. The neighborhood is fine, pretty secluded, and still close to most attractions."
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
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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, (1001)
"First time staying at this location. Had a great Anniversary Trip with my husband. Our room in the Spa Tower was nice and spacious. We enjoyed our stay. The only issue we had was lack of restaurant options since half of them were closed for construction during our stay. "
The price is AU$187
per night
17 June - 18 June
Blue Chip Casino Hotel and Spa
Four Winds Casino Resort – New Buffalo
Lobby
Four Winds Casino Resort – New Buffalo
3.5 star property
9.2 out of 10, Wonderful, (1017)
"This was our first time to Four Winds ..and we can’t wait to come back ! Cleanest casino I’ve been to ! Thanks for a great stay :) "
The price is AU$260
per night
26 June - 27 June
Four Winds Casino Resort – New Buffalo
Baymont by Wyndham New Buffalo
Indoor pool
Baymont by Wyndham New Buffalo
2.5 star property
6.4 out of 10, (1006)
"It was a good place to rest,good location for the price."
The price is AU$123
per night
19 June - 20 June
Baymont by Wyndham 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$427 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?

Cozy House with YEAR ROUND Hot Tub!: This holiday home rental outside of Town of Pines offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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 Local, 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
Amazing
"This place is a hidden gem. Absolutely beautiful. Ned’s were extremely comfortable. "
A verified traveller stayed at The Brewery Lodge Hotel
Posted 2 days ago
The Brewery Lodge Hotel