1+ Vacation Rentals Near Highland Park |
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  3. Chattanooga
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Ski Hotels - Vacation Rentals in Highland Park

'City Overlook & Hideway' above downtown Chattanooga From US $225
         

9.8 (168 Reviews)
Ski Chalet
'City Overlook & Hideway' above downtown Chattanooga
  • Air Conditioner
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Luxury Places to Stay in Highland Park

Over 686+ Luxury Places to Stay in or Near Highland Park
Bluebird Abode Stand Alone House 3 Bed 2 Full Bath with a Gym & Pet Friendly From US $21,130
         

7.8 (8 Reviews)
House
Bluebird Abode Stand Alone House 3 Bed 2 Full Bath with a Gym & Pet Friendly
  • Air Conditioner
  • Parking
  • TV

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Townhome 1 mile from Erlanger Hospital & UTC Campus! From US $2,273
         

New
House
Townhome 1 mile from Erlanger Hospital & UTC Campus!
  • Air Conditioner
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The Dwell Hotel, a Member of Design Hotels From US $1,906
         

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8.9 (43 Reviews)
Hotel
The Dwell Hotel, a Member of Design Hotels
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

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Two Entire Houses Downtown! From US $1,642
         

4.0 (1 Review)
House
Two Entire Houses Downtown!
  • Air Conditioner
  • Parking
  • Pet Friendly

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DoubleTree by Hilton Hotel Chattanooga Downtown From US $1,197
         

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7.6 (283 Reviews)
Hotel
DoubleTree by Hilton Hotel Chattanooga Downtown
  • Air Conditioner
  • Parking
  • Pet Friendly

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Two homes downtown! From US $1,137
         

10.0 (1 Review)
House
Two homes downtown!
  • Air Conditioner
  • Parking
  • Pet Friendly

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King Suite | North Shore | Gigabit Internet From US $989
         

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10.0 (2 Reviews)
House
King Suite | North Shore | Gigabit Internet
  • Air Conditioner
  • Parking
  • Pet Friendly

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This townhouse is a 5 bedroom(s), 5.5 bathrooms, located in Chattanooga, TN. From US $942
         

10.0 (1 Review)
House
This townhouse is a 5 bedroom(s), 5.5 bathrooms, located in Chattanooga, TN.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Top-Rated Vacation Rentals with a Pool in Highland Park

Over 90+ Top-Rated Vacation Rentals with a Pool in or Near Highland Park
209 LUXURY DOWNTOWN 2BED/2BA CONDO, sleeps 6! From US $176
         

10.0 (35 Reviews)
Condo
209 LUXURY DOWNTOWN 2BED/2BA CONDO, sleeps 6!
  • Air Conditioner
  • Parking
  • Pool

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Southside Tranquillity From US $409
         

10.0 (31 Reviews)
House
Southside Tranquillity
  • Air Conditioner
  • Parking
  • Pet Friendly

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Exchange at Cameron Harbor in Downtown Chattanooga From US $194
         

10.0 (23 Reviews)
Apartment
Exchange at Cameron Harbor in Downtown Chattanooga
  • Air Conditioner
  • Parking
  • Pool

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One of a kind Exclusive Barbie Themed Condo in the heart of Chattanooga From US $450
         

10.0 (18 Reviews)
House
One of a kind Exclusive Barbie Themed Condo in the heart of Chattanooga
  • Air Conditioner
  • Parking
  • Pet Friendly

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This house is a 3 bedroom(s), 3.5 bathrooms, located in Chattanooga, TN. From US $542
         

10.0 (15 Reviews)
House
This house is a 3 bedroom(s), 3.5 bathrooms, located in Chattanooga, TN.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Walk & Chill - Southside, Sips, Choo Choo From US $274
         

10.0 (4 Reviews)
House
Walk & Chill - Southside, Sips, Choo Choo
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Walk & Wander - Choo Choo, Eats, Southside Fun - Sleeps 12 From US $524
         

10.0 (2 Reviews)
House
Walk & Wander - Choo Choo, Eats, Southside Fun - Sleeps 12
  • Air Conditioner
  • Parking
  • Pool

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4 Mi to Downtown Chattanooga Vibrant Studio From US $205
         

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10.0 (1 Review)
Apartment
4 Mi to Downtown Chattanooga Vibrant Studio
  • Parking
  • Pool
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Pet-Friendly Vacation Rentals in Highland Park

Over 255+ Pet-Friendly Vacation Rentals in or Near Highland Park
Enjoy the huge southern porch. Grab your sweet tea, Relax with Your Best Friend! From US $210
         

10.0 (315 Reviews)
House
Enjoy the huge southern porch. Grab your sweet tea, Relax with Your Best Friend!
  • Air Conditioner
  • Parking
  • Pet Friendly

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6 Mi to Downtown Apartment in Chattanooga! From US $233
         

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10.0 (2 Reviews)
Apartment
6 Mi to Downtown Apartment in Chattanooga!
  • Parking
  • Pet Friendly
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The Hotel Chalet at The Choo Choo From US $131
         

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9.4 (1680 Reviews)
Hotel
The Hotel Chalet at The Choo Choo
  • Air Conditioner
  • Parking
  • Pet Friendly

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Kathy's Kottage. Bungalow on the side of Missionary Ridge, Furry Friends Welcome From US $208
         

10.0 (203 Reviews)
House
Kathy's Kottage. Bungalow on the side of Missionary Ridge, Furry Friends Welcome
  • Air Conditioner
  • Parking
  • Pet Friendly

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Makin' Memories What We Do Best, With Family and Your Tail Wagging Friends. From US $202
         

10.0 (181 Reviews)
House
Makin' Memories What We Do Best, With Family and Your Tail Wagging Friends.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Ridgedale Roost. The exquisite home on Missionary Ridge. From US $215
         

10.0 (153 Reviews)
House
Ridgedale Roost. The exquisite home on Missionary Ridge.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Thatcher's Mill House On The Ridge and Four Legged Friendly! From US $119
         

10.0 (133 Reviews)
House
Thatcher's Mill House On The Ridge and Four Legged Friendly!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Downtown Escape From US $238
         

10.0 (131 Reviews)
House
Downtown Escape
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Highland Park

Over 98+ Large Vacation Homes & Villas in or Near Highland Park
Green & All Made in USA Home 0.5mi to All Actions From US $709
         

10.0 (33 Reviews)
House
Green & All Made in USA Home 0.5mi to All Actions
  • Air Conditioner
  • Parking
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The Elmwood Farmhouse- 10 Mins to Downtown Chattanooga From US $355
         

10.0 (1 Review)
House
The Elmwood Farmhouse- 10 Mins to Downtown Chattanooga
  • Air Conditioner
  • Parking
  • Pet Friendly

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Bright stylish home minutes to downtown! New build with HUGE pool/hot tub combo! From US $599
         

New
House
Bright stylish home minutes to downtown! New build with HUGE pool/hot tub combo!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Upscale Chattanooga Home on Missionary Ridge! From US $400
         

10.0 (102 Reviews)
House
Upscale Chattanooga Home on Missionary Ridge!
  • Air Conditioner
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  • TV

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NorthShoreBlue-5mins to DT, Mtn Views, Entertainment Room, Sleeps 12 From US $654
         

10.0 (73 Reviews)
House
NorthShoreBlue-5mins to DT, Mtn Views, Entertainment Room, Sleeps 12
  • Air Conditioner
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Rooftop lounge, fire pit, Lookout Mtn views, downtown's Southside. It's a vibe. From US $398
         

10.0 (29 Reviews)
House
Rooftop lounge, fire pit, Lookout Mtn views, downtown's Southside. It's a vibe.
  • Air Conditioner
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Designer Home 5 beds 4BR Jetted Tub 10 mins Chattanooga DT Perfect for families! From US $463
         

10.0 (24 Reviews)
House
Designer Home 5 beds 4BR Jetted Tub 10 mins Chattanooga DT Perfect for families!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Northshore Coolidge Retreat - Spacious New Build! From US $872
         

10.0 (20 Reviews)
House
Northshore Coolidge Retreat - Spacious New Build!
  • Air Conditioner
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  • Pet Friendly

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Wheelchair Accessible Vacation Homes in Highland Park

Over 102+ Wheelchair Accessible Vacation Homes in or Near Highland Park
Downtown Luxe/Gated Parking From US $200
         

10.0 (55 Reviews)
Condo
Downtown Luxe/Gated Parking
  • Air Conditioner
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  • TV

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Modern Chattanooga Retreat with Rooftop Deck and Yard! From US $159
         

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10.0 (2 Reviews)
House
Modern Chattanooga Retreat with Rooftop Deck and Yard!
  • Parking
  • Wheelchair Accessible
  • Child Friendly

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Hotel Clemons From US $128
         

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9.6 (1023 Reviews)
Hotel
Hotel Clemons
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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Luxury at the Flatiron - Free Parking - Downtown Chattanooga From US $275
         

10.0 (2 Reviews)
Condo
Luxury at the Flatiron - Free Parking - Downtown Chattanooga
  • Air Conditioner
  • Parking
  • TV

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NEWCondo2BR/2BA,pool From US $247
         

9.8 (97 Reviews)
Condo
NEWCondo2BR/2BA,pool
  • Air Conditioner
  • Parking
  • Pool

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Luxury Downtown Oasis | Fully Disinfected From US $173
         

9.8 (92 Reviews)
Condo
Luxury Downtown Oasis | Fully Disinfected
  • Air Conditioner
  • Parking
  • Pool

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Southside Condo in the Thick of It, sleeps 4 From US $213
         

9.4 (40 Reviews)
Condo
Southside Condo in the Thick of It, sleeps 4
  • Air Conditioner
  • Parking
  • TV

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Equipped Suite in Downtown Chattanooga | Free Breakfast + Pool Access From US $275
         

9.2 (17 Reviews)
Condo
Equipped Suite in Downtown Chattanooga | Free Breakfast + Pool Access
  • Air Conditioner
  • Parking
  • Pool

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Highland Park Varoom and Airbnb Places to Stay Under $200

Over 346+ Highland Park Varoom and Airbnb Places to Stay Under $200
Historical Downtown, Private, Self-check-in, 1 car Parking, 1King & 1Queen beds From US $187
         

10.0 (62 Reviews)
Condo
Historical Downtown, Private, Self-check-in, 1 car Parking, 1King & 1Queen beds
  • Air Conditioner
  • Parking
  • TV

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Carousel Cottage North Chattanooga Home! From US $161
         

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9.8 (4 Reviews)
House
Carousel Cottage North Chattanooga Home!
  • Parking
  • Accessibility
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The Read House Hotel From US $124
         

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9.4 (2301 Reviews)
Hotel
The Read House Hotel
  • Air Conditioner
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Charming House - 5 Minutes to Downtown Chattanooga & Aquarium From US $196
         

10.0 (48 Reviews)
House
Charming House - 5 Minutes to Downtown Chattanooga & Aquarium
  • Air Conditioner
  • Parking
  • Pet Friendly

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Enjoy Fall Colors in Historic Northshore! Walk to TN River; Mtn Views, Porch Swing - Chattanooga From US $144
         

10.0 (31 Reviews)
House
Enjoy Fall Colors in Historic Northshore! Walk to TN River; Mtn Views, Porch Swing - Chattanooga
  • Air Conditioner
  • Pet Friendly
  • TV

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The Mapleleaf - a PMI Scenic City Vacation Rental From US $182
         

10.0 (26 Reviews)
House
The Mapleleaf - a PMI Scenic City Vacation Rental
  • Air Conditioner
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  • TV

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Hip, Modern, Cozy Townhouse in Walkable Southside From US $136
         

10.0 (16 Reviews)
House
Hip, Modern, Cozy Townhouse in Walkable Southside
  • Air Conditioner
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Home 3 Mi to Dtwn Chattanooga: 1 Night Stays! From US $171
         

10.0 (11 Reviews)
House
Home 3 Mi to Dtwn Chattanooga: 1 Night Stays!
  • Air Conditioner
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  • TV

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Instantly Bookable Vacation Homes in Highland Park

Over 368+ Instantly Bookable Vacation Homes in or Near Highland Park
Large Updated Historic Home Downtown Chattanooga Sleeps 7-8 From US $252
         

10.0 (90 Reviews)
House
Large Updated Historic Home Downtown Chattanooga Sleeps 7-8
  • Air Conditioner
  • Parking
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*Relaxing Southern Comfort Retreat*- 5mins from Downtown From US $259
         

10.0 (67 Reviews)
House
*Relaxing Southern Comfort Retreat*- 5mins from Downtown
  • Air Conditioner
  • Parking
  • TV

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Spacious North Shore Bungalow @ Coolidge Park From US $266
         

9.4 (26 Reviews)
House
Spacious North Shore Bungalow @ Coolidge Park
  • Air Conditioner
  • TV
  • Balcony/Terrace

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The Nealis House, Hill City in Chattanooga From US $50
         

10.0 (2 Reviews)
House
The Nealis House, Hill City in Chattanooga
  • Security/Safety
  • Child Friendly

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Downtown- Newly renovated, luxury in quiet neighborhood! 2miles to everything! From US $219
         

9.2 (103 Reviews)
House
Downtown- Newly renovated, luxury in quiet neighborhood! 2miles to everything!
  • Air Conditioner
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  • TV

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Delmont Amazing Rooftop Deck Walking distance to Northshore and Downtown From US $404
         

10.0 (153 Reviews)
House
Delmont Amazing Rooftop Deck Walking distance to Northshore and Downtown
  • Air Conditioner
  • Parking
  • TV

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Downtown Chattanooga Retreat From US $346
         

10.0 (143 Reviews)
House
Downtown Chattanooga Retreat
  • Air Conditioner
  • Parking
  • TV

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Southside's Sunset Haven. Rooftop Deck. Perfect for Couples & Families w/Kids! From US $371
         

10.0 (125 Reviews)
House
Southside's Sunset Haven. Rooftop Deck. Perfect for Couples & Families w/Kids!
  • Air Conditioner
  • Parking
  • TV

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About Highland Park Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Skihotels Highland Park, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Highland Park. Places to stay near Highland Park are 1300 ft² on average, with prices averaging $225 a night.

Skihotels makes it easy and safe to find and compare vacation rentals in Highland Park with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Highland Park

Type Count
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Highland Park

★ Pro Tip: Skihotels makes it easy to compare the best listings on Skihotels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Skihotels homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Highland Park.

Weather in Highland Park

View the weather forecast for Highland Park before booking your Highland Park Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F