Town of Pines vacation rentals

We found 668 vacation rentals — enter your dates for availability

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August 2025

September 2025

Discover a selection of 5 homes and other vacation rentals in Town of Pines that are perfect for your trip. Vacation rentals offer the amenities you expect for your family, friends, or furry companion, like air conditioning and WiFi. You'll be able to choose a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Town of Pines

Showing deals for:Nov 21 - Nov 28

Seaside wildlife are abundant on the coastal woodlands surrounding the cottage.

Exceptional

(20 reviews)

Walk to Lake Michigan Beach from Cottage in the Woods - Seaside Fired Smores

Michigan City, IN

5% off

includes taxes & fees

Exceptional

(5 reviews)

Hottub/Michiana Shores/beach/pickleball/biking/wineries/IN Dunes/Dog-friendly

Michigan City, IN

10% off

includes taxes & fees

Exceptional

(43 reviews)

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

Michigan City, IN

10% off

includes taxes & fees

Exceptional

(8 reviews)

No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

Michigan City, IN

10% off

includes taxes & fees

Exceptional

(102 reviews)

Perfect Family Retreat-Beachwalk-AC-Free WiFi-GolfCart-Grill--Music Lovers-Bikes

Michigan City, IN

10% off

includes taxes & fees

Exceptional

(16 reviews)

Family Friendly Retreat, sleeps 12+, Pole Barn with games, Large inground pool

La Porte, IN

10% off

includes taxes & fees

Exceptional

(26 reviews)

Spacious 5 bedroom home with private pool, hot tub & 10 minute walk to the beach

New Buffalo, MI

10% off

includes taxes & fees

Exceptional

(6 reviews)

Comfy Cottage- Heated Pool, 1 Block to Beach! Lot's of space with 13 beds!

New Buffalo, MI

10% off

includes taxes & fees

Exceptional

(26 reviews)

Beachfront, Gorgeous 5 Bedroom Home in Michigan City, IN (Sleeps 14)

Michigan City, IN

15% off

includes taxes & fees

Exceptional

(8 reviews)

Charming 3-bedroom house with WiFi, AC in New Buffalo with a 20x40 INDOOR POOL

New Buffalo, MI

10% off

includes taxes & fees

Exceptional

(21 reviews)

A Beautiful, 5 bedroom home, 5 Minutes from Lake Michigan and pool! Sleeps 20.

Michigan City, IN

15% off

includes taxes & fees

Exceptional

(16 reviews)

Newly Updated Designer 5 Bd/2 Ba home in the heart of Michigan City - Sleeps 12

Michigan City, IN

5% off

includes taxes & fees

Exceptional

(25 reviews)

Sweet Retreat is perfect for gathering with family and friends-close to beach

Michigan City, IN

5% off

includes taxes & fees

Exceptional

(21 reviews)

A Cozy Cabin In The Woods & 1/2 A Mile From The Beach, with Firepit

Michigan City, IN

10% off

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Town of Pines

Dunes Cottage at Town of Pines Lake Michigan near Indiana Dunes Parks!

Sleeps 8 · 3 bedrooms · 1 bathroom

No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

Sleeps 6 · 2 bedrooms · 1 bathroom

3-bedroom townhome in amazing Town of Pines and only 1.5 miles to central beach!

Sleeps 8 · 3 bedrooms · 2 bathrooms

Top rated rentals - Town of Pines

The view when you first walk into the cottage. Our cottage has an open concept. It’s bright and inviting and perfect to relax and keep and eye on little ones ☺️

Premier Host

adorable property

Beachglass Cottage is your typical cute lake cottage, in the best possible way. The kitchen is large, the living room is comfortable, and there is plenty of room for multiple guests. We loved the back patio and front enclosed porch. We have a sentior dog so the fewer the steps the better, and Beachglass fit the bill perfectly. 10/10, would stay again.

susan b.

Stayed Jul 2024

Premier Host

Everything perfect

The nook is just perfect. It has plenty of space for everyone. We were 13 and never felt squeezed throughout the week. It is super clean and the kitchen is very well equiped (for true, not like some other places where you only have the very basics...). The kids had a lot of fun in the game room. The yard is huge, we even played baseball (with the kids obviously, still too small for grown-ups !) The property is well situated in a quiet neighbourhood. The state park has some nice trails but they did not allowed swimming some days while it was in the national park just beside. So we headed to the national park most of the time. There is a bike path to the state park but none to the national park. However if you go by bike, the state park passe only lets 1 person in and you need to pay for each person. If you go by car, everyone in the car will get in with the same pass. So we ended up leaving the bikes behind for that. There are other bike trails but we didn't explore much. If you want to spend a lot of time in Chicago, it might be a bit far but still feasible. It was not the case for us, we stayed close most of the time. All in all, a very fun week. The nook was even better than expected. It is a sure call to rent here !

Bruno S.

Stayed Aug 2023

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value

Find out more about Town of Pines

The natural setting of Town of Pines is ready to explore

The wildlife and beaches create a pretty picture of Town of Pines. One of the city's many top draws is its bird watching. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Town of Pines

Are you searching for attractions to visit while you're in the area? Venture out of your vacation home and experience everything that makes Town of Pines a one-of-a-kind vacation spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

Washington Park Zoo (4.3 mi / 6.9 km)
Shady Creek Winery (7.4 mi / 12 km)
Whittaker Woods Golf Course (12 mi / 19.3 km)
Local (13.9 mi / 22.3 km)
Oasis Splash Pad (4.4 mi / 7 km)
Minden Bog (7 mi / 11.3 km)

Exploring the natural landscape of Town of Pines

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Town of Pines is a great place to spend some time outside. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

Indiana Dunes National Park (5.8 mi / 9.3 km)
Beverly Shores Beach (1.2 mi / 2 km)
Central Beach (1.7 mi / 2.7 km)
Lake View Beach (1.8 mi / 2.9 km)
Dunbar Beach (2.2 mi / 3.5 km)
Kemil Beach (2.5 mi / 4.1 km)

How to get to and around Town of Pines

Fly into Chicago Midway Airport (MDW), the closest airport, located 40.9 mi (65.8 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Chicago O'Hare Intl. Airport (ORD), which is 52.7 mi (84.8 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Town of Pines?

Based on our research, houses are considered the most popular property type in Town of Pines. But naturally, everyone's idea of an epic stay can differ. Vrbo has vacation rentals of all shapes, sizes and budgets, and we'll help you find the perfect fit.

How much does it cost to rent a vacation rental in Town of Pines?

The average price for a vacation rental in Town of Pines depends on several factors, like property type, length of stay and season. Whether you'd like a villa with space for extended family or a quaint cabin just enough for two, just add your travel dates to see stays with unbeatable value.

How much does it cost to rent a beach house in Town of Pines?

Prices for beach houses in Town of Pines can differ depending on the size and style of the property and when you plan to travel. All you need to do is enter your travel dates into Vrbo and the number of guests to view your options and prices. From there you can use our filters to narrow your search results by nearby activities, ratings, amenities and more.

What are popular rental amenities in Town of Pines?

The most popular rental amenities people are searching for in Town of Pines include a barbecue grill, a firepit and a garden. Whether you're traveling with friends, family or even pets, Vrbo vacation homes provide the best amenities for beginning new traditions with the people that matter most.

What are the top attractions for families in Town of Pines?

There are plenty of fun things to see and do with the family in Town of Pines, such as:

Lake View Beach
Washington Park Beach
Washington Park Zoo

How old do you have to be to rent a vacation rental in Town of Pines?

The minimum age is generally 16, 18 or 21. It can change from one property to another on Vrbo, so look at the rules of your chosen Town of Pines vacation home before booking.

How long can I rent a vacation rental in Town of Pines for?

The length of time you can rent a vacation rental in Town of Pines varies according to the property. Just enter your chosen travel dates to see a list of options offering extended stays. With loads of amenities like laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to discover someplace just right to call your home away from home in Town of Pines.