Holiday rentals near Eleanor O'Connor Wilson Woods Preserve

We found 866 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

December 2025

January 2026

Find the perfect holiday home within easy reach of Eleanor O'Connor Wilson Woods Preserve. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and parking. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Eleanor O'Connor Wilson Woods Preserve

Showing deals for:20 Mar - 27 Mar

Very good

(6 reviews)

Farmhouse with private pool/hot tub on 50 acres

Sawyer, MI

8% off

for 7 nights, 1 home

AU$910 per night

includes taxes & fees

Exceptional

(30 reviews)

Newly remodeled cottage with hot tub and three seasons room

Sawyer, MI

8% off

for 7 nights, 1 cottage

AU$878 per night

includes taxes & fees

15x32 saltwater, heated pool with tanning shelf!

Exceptional

(62 reviews)

Vintage, restored home w/ pool, hot tub & courtyard-just blocks to town & beach

New Buffalo, MI

8% off

for 7 nights, 1 home

AU$946 per night

includes taxes & fees

Exceptional

(26 reviews)

Blue Heron Private Retreat in heart of New Buffalo- pool now open!

New Buffalo, MI

9% off

for 7 nights, 1 home

AU$717 per night

includes taxes & fees

Large heated pool with sun shelf! Plenty of room for relaxing in the sun.

Exceptional

(12 reviews)

NEW! Warren Woods Pool Retreat on private 5 acres, new large heated pool & hotub

Lakeside, MI

8% off

for 7 nights, 1 home

AU$1,067 per night

includes taxes & fees

Exceptional

(9 reviews)

Charming 3-bedroom house with a pool and spa on 5 acres of woods near Harbert.

Three Oaks, MI

6% off

for 7 nights, 1 home

AU$522 per night

includes taxes & fees

Huge 30 ' round pool, 4 loungers, and umbrella

Exceptional

(64 reviews)

Warren Dunes- Pool, Hot Tub, PET FRIENDLY, firepit, Pergola, Near Beach

Sawyer, MI

8% off

for 7 nights, 1 home

AU$680 per night

includes taxes & fees

Exceptional

(43 reviews)

Three Oaks Creek House -- Perfect -- NEW HOT TUB! 3BR +king bed in screenhouse

Three Oaks, MI

16% off

for 7 nights, 1 home

AU$391 per night

includes taxes & fees

Exceptional

(36 reviews)

Private Cherry Beach Pool House with large heated pool & hot tub!

Three Oaks, MI

8% off

for 7 nights, 1 home

AU$1,067 per night

includes taxes & fees

Exceptional

(7 reviews)

The Parish House! 6 bdrm, sleeps 16, 8 bath Heart of the Village of Three Oaks!

Three Oaks, MI

7% off

for 7 nights, 1 home

AU$1,433 per night

includes taxes & fees

Living room with leather sectional sofa, wood-burning fireplace and streaming tv

Exceptional

(34 reviews)

Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

Union Pier, MI

8% off

for 7 nights, 1 home

AU$618 per night

includes taxes & fees

Exceptional

(90 reviews)

Charming Three Oaks Cottage - dog friendly with a fenced yard and hot tub!

Three Oaks, MI

12% off

for 7 nights, 1 cottage

AU$426 per night

includes taxes & fees

Exceptional

(128 reviews)

Beautifully Decorated Home W / Hot Tub, Very Close to Beach, Large Wooded Lot

Union Pier, MI

9% off

for 7 nights, 1 home

AU$1,167 per night

includes taxes & fees

Exceptional

(10 reviews)

Summer 26 Open! Pool, Hot Tub, HUGE Game Room, short walk to Beach!

Harbert, MI

8% off

for 7 nights, 1 home

AU$743 per night

includes taxes & fees

Exceptional

(126 reviews)

LUXURY Lakefront Property on Private Beach with Stunning Lake Views and Sunsets

Union Pier, MI

9% off

for 7 nights, 1 home

AU$2,407 per night

includes taxes & fees

Exceptional

(8 reviews)

Cozy cottage surrounded by trees and sounds of nature with new hot tub.

Sawyer, MI

12% off

for 7 nights, 1 home

AU$720 per night

includes taxes & fees

Exceptional

(69 reviews)

Brand New House, Sleeps 8, Private Beach Rights, Hot Tub!

Lakeside, MI

8% off

for 7 nights, 1 home

AU$402 per night

includes taxes & fees

Exceptional

(53 reviews)

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

Three Oaks, MI

9% off

for 7 nights, 1 cottage

AU$240 per night

includes taxes & fees

Exceptional

(98 reviews)

Recently renovated with new oversized private pool in downtown New Buffalo!

New Buffalo, MI

9% off

for 7 nights, 1 home

AU$701 per night

includes taxes & fees

Front of the cottage with amazing porch!

Exceptional

(195 reviews)

Luxury 5 Star Cottage with Pool; summer filling up fast - walk to beach/downtown

New Buffalo, MI

9% off

for 7 nights, 1 home

AU$790 per night

includes taxes & fees

Exceptional

(78 reviews)

Harbor Haven: Snowy Beach Walks and Cozy Fires this Winter

Union Pier, MI

7% off

for 7 nights, 1 home

AU$269 per night

includes taxes & fees

House is located on a double lot, lots of yard space.

Wonderful

(85 reviews)

Located in beautiful Union Pier Michigan. Private beach less than 2 blocks away

Union Pier, MI

8% off

for 7 nights, 1 home

AU$784 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Eleanor O'Connor Wilson Woods Preserve

Premier Host

Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location

Sleeps 6 · 3 bedrooms · 1 bathroom

Premier Host

Perfect for Two! A little hideaway in the woods. Tiny House / Romantic Getaway

Sleeps 3 · 1 bedroom · 1 bathroom

Magnificent Home, Saltwater Pool. Walk to beach! Hot Tub Open year round!

Sleeps 16 · 4 bedrooms · 4 bathrooms

Private Inground Pool with Inn in Background

Premier Host

Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn

Sleeps 25 · 9 bedrooms · 6+ bathrooms

Premier Host

Warren Dunes-2000 Acre Park On Lake Michigan, Hot Tub, WBFPL , Wineries, 2BR/2BA

Sleeps 8 · 2 bedrooms · 2 bathrooms

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, gardens and more
More for less
More space, more privacy, more amenities — more value

Holiday rentals with weekly discounts - Eleanor O'Connor Wilson Woods Preserve

Farmhouse with private pool/hot tub on 50 acres

Gorgeous new house - minutes from the beach!

Newly remodeled cottage with hot tub and three seasons room

Vintage, restored home w/ pool, hot tub & courtyard-just blocks to town & beach

Blue Heron Private Retreat in heart of New Buffalo- pool now open!

NEW! Warren Woods Pool Retreat on private 5 acres, new large heated pool & hotub

Charming 3-bedroom house with a pool and spa on 5 acres of woods near Harbert.

Warren Dunes- Pool, Hot Tub, PET FRIENDLY, firepit, Pergola, Near Beach

Three Oaks Creek House -- Perfect -- NEW HOT TUB! 3BR +king bed in screenhouse

Private Cherry Beach Pool House with large heated pool & hot tub!

The Parish House! 6 bdrm, sleeps 16, 8 bath Heart of the Village of Three Oaks!

Creekside House on 30 Acres with Kayaks/Pool/Farm/River/Trails/Pets, near Beach

Charming New Buffalo Cottage

Charming Three Oaks Cottage - dog friendly with a fenced yard and hot tub!

Beautifully Decorated Home W / Hot Tub, Very Close to Beach, Large Wooded Lot

Summer 26 Open! Pool, Hot Tub, HUGE Game Room, short walk to Beach!

LUXURY Lakefront Property on Private Beach with Stunning Lake Views and Sunsets

Cozy cottage surrounded by trees and sounds of nature with new hot tub.

Brand New House, Sleeps 8, Private Beach Rights, Hot Tub!

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

Recently renovated with new oversized private pool in downtown New Buffalo!

Luxury 5 Star Cottage with Pool; summer filling up fast - walk to beach/downtown

Harbor Haven: Snowy Beach Walks and Cozy Fires this Winter

Located in beautiful Union Pier Michigan. Private beach less than 2 blocks away

Find spaces that suit your style

Find the best place to stay - Eleanor O'Connor Wilson Woods Preserve

Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location

Perfect for Two! A little hideaway in the woods. Tiny House / Romantic Getaway

Magnificent Home, Saltwater Pool. Walk to beach! Hot Tub Open year round!

2 Miles from NOTRE DAME, Brand New Spacious House!

Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Arcade Game Barn

Warren Dunes-2000 Acre Park On Lake Michigan, Hot Tub, WBFPL , Wineries, 2BR/2BA

Peace of mind

More quality time

All the privacy of home

More for less

Holiday Rental options near Eleanor O'Connor Wilson Woods Preserve

More Holiday Rentals ideas

People also search for

Holiday rentals near Eleanor O'Connor Wilson Woods Preserve

Holiday rentals with weekly discounts - Eleanor O'Connor Wilson Woods Preserve

Image gallery for Farmhouse with private pool/hot tub on 50 acres

Farmhouse with private pool/hot tub on 50 acres

Find spaces that suit your style

Find the best place to stay - Eleanor O'Connor Wilson Woods Preserve

Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location

Peace of mind

More quality time

All the privacy of home

More for less

Holiday Rental options near Eleanor O'Connor Wilson Woods Preserve

More Holiday Rentals ideas

People also search for