Vacation rentals in Highland

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Top-rated vacation rentals in Highland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Edwardsville

4.91 out of 5 average rating, 223 reviews

Edwardsville Apartment - The Woodland Suite

The apartment in the lower level of the home has recently been renovated, with a walk-out private entrance, a full kitchen & dining area, full bath, bedroom and a cozy living space. Situated just 35 minutes from downtown St Louis, in the safe and affluent community of Edwardsville, this property sits in a quiet cul de sac on a wooded lot right in the heart of the city. We are just a few minutes from the SIUE campus, Edwardsville HS, & I-270. Coffee/restaurants/shops/parks/trails just 2 min away.

Jul 9 – 16

$128 per night
Guest favorite

Home in Mascoutah

4.96 out of 5 average rating, 387 reviews

The Doll House

Welcome to our Victorian doll house! Listed on the National Register of Historic Places, it maintains its original features yet is updated with modern conveniences. The kitchen is fully equipped, coffee, tea and bottled water are provided. Wifi is available and the home is within walking distance of restaurants and shopping. Enjoy the nice peaceful backyard while you sit on the porch & relax with your cup of tea or glass of wine. An easy drive just 4 miles south of I-64. Weekly discount 14%.

Aug 19 – 26

$78 per night
Guest favorite

Guest suite in Belleville

4.95 out of 5 average rating, 186 reviews

Aunt Vi's Apt by Belleville Historical Society

Studio apartment furnished in authentic mid century style. Licensed and inspected. 15 minutes from downtown St Louis with the Arch, Busch Stadium, home of the Cardinals, Cahokia Mounts historical site, 15 min. from historic downtown Belleville, world famous Art on the Square. Apartment minutes from locally owned shops, restaurants and brew pub. Appropriate for world travelers interested in architecture, tour the in progress MidCentury Architecture Museum right outside your turquoise door!

Sep 29 – Oct 6

$80 per night

Popular amenities for Highland vacation rentals

Other great vacation rentals in Highland

Guest favorite

Cottage in Belleville

4.95 out of 5 average rating, 320 reviews

The Historic Garfield Inn

Nov 14 – 21

$96 per night
Guest favorite

Apartment in Vandalia

4.98 out of 5 average rating, 365 reviews

The 8th Hole

Aug 20 – 27

$70 per night
Guest favorite

Home in O'Fallon

4.8 out of 5 average rating, 121 reviews

Cali Coast ☀ Cozy Little 1bd/1ba home

Apr 12 – 19

$85 per night
Guest favorite

Home in Godfrey

4.91 out of 5 average rating, 206 reviews

Private, Bluff-Top Cottage Above Mississippi River

Feb 12 – 19

$91 per night
Superhost

Cabin in Vandalia

4.86 out of 5 average rating, 477 reviews

Sonnemann Cabin

Jun 21 – 26

$62 per night
Guest favorite

Cottage in Centralia

4.95 out of 5 average rating, 183 reviews

Turtle Cove

Nov 3 – 10

$123 per night
Guest favorite

Home in Highland

5.0 out of 5 average rating, 49 reviews

Beautiful craftsman style home, built in 1930.

Nov 29 – Dec 6

$407 per night
Guest favorite

Home in Troy

4.98 out of 5 average rating, 44 reviews

No Frills Home on 2 Acres to yourself!

May 21 – 28

$77 per night
Guest favorite

Home in Greenville

4.9 out of 5 average rating, 72 reviews

Cozy Home on College Ave

Jun 7 – 14

$75 per night
Superhost

Barn in Alhambra

4.84 out of 5 average rating, 58 reviews

Boho Barn Loft Countryside Getaway

Jun 20 – 25

$150 per night
Superhost

Apartment in Saint Jacob

5.0 out of 5 average rating, 5 reviews

A Sweet Spot, catering to Traveling Tech/workers

Aug 23 – 30

$58 per night
Superhost

Guesthouse in Pocahontas

5.0 out of 5 average rating, 6 reviews

Loft in the woods

Jun 21 – 28

$111 per night

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