Compare Town of Pines Guest House Rentals
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Featured Guest Houses in Town of Pines

Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
$400 nightly
The price is $400 total per night
$400 total
Oct 12 - Oct 13
Total with taxes and fees
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Pet friendly
Air conditioning

2026 OPEN! Three Oaks Multi Unit (2 Night Summer Min)
At this guesthouse, guests have access to barbecue grills.
Pet friendly
Air conditioning

(2026 OPEN! ) Three Oaks Unit Steps To Downtown! 2 Night Summer Min!
At this guesthouse, guests have access to barbecue grills.
Pet friendly
Air conditioning

Dream Retreat Guesthouse, Indiana Dunes Nat’l Park, 10 min hike to Beach
Guests staying at this guesthouse enjoy free WiFi in public areas, laundry facilities, and barbecue grills. If you drive, put free offsite parking to good use.
Pet friendly
Free WiFi

Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub
At this guesthouse, guests have access to an outdoor pool, laundry facilities, and barbecue grills. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Pool
Air conditioning

Galien Room Suite King size with Jacuzzi
$257 nightly
The price is $275 total per night
$275 total
Oct 13 - Oct 14
Total with taxes and fees
Guests of this guesthouse have access to a hot tub.
Hot Tub
Free WiFi

Gorgeous Union Pier Home Close To Beach and Downtown!
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has barbecue grills.
Pet friendly
Air conditioning
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.
Hotel Options in Town of Pines

Blue Chip Casino Hotel and Spa
777 Blue Chip Drive, Michigan City, IN
$116 nightly
The price is $130 total per night from Oct 12 to Oct 13
$130 total
Oct 12 - Oct 13
Total with taxes and fees
8.2/10 Very Good! (1,762 reviews)

Four Winds Casino Resort – New Buffalo
11111 Wilson Road, New Buffalo, MI
$120 nightly
The price is $126 total per night from Nov 3 to Nov 4
$126 total
Nov 3 - Nov 4
Total with taxes and fees
9.2/10 Wonderful! (1,545 reviews)

Quality Inn Near Interstate I94
18830 Laporte Rd, New Buffalo, MI
$77 nightly
The price is $81 total per night from Oct 19 to Oct 20
$81 total
Oct 19 - Oct 20
Total with taxes and fees
8.2/10 Very Good! (1,012 reviews)
Town of Pines Guest Houses essential information
Accommodation | 14 Guest Houses |
---|---|
Lowest Price | $81 |
Highest Price | $400 |
Popular accommodation | Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo, 2026 OPEN! Three Oaks Multi Unit (2 Night Summer Min), (2026 OPEN! ) Three Oaks Unit Steps To Downtown! 2 Night Summer Min!, Dream Retreat Guesthouse, Indiana Dunes Nat’l Park, 10 min hike to Beach, Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub, Galien Room Suite King size with Jacuzzi, Gorgeous Union Pier Home Close To Beach and Downtown!, Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!, Beacons' Nest – Valpo U, Downtown & Dunes |