Cuba Vacation Home Rentals from CA $375: Search Top Private Vacation Homes for Rent

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Our top choices for Cuba vacation homes

A kitchen with wooden cabinets, a stove, a microwave, and a dining area with a table and chairs.

A bed with a tufted headboard, grey bedding, and two bedside tables with lamps.

A two-story house with a front porch, a garage, and a driveway.

A kitchen with wooden cabinets, a stove, and a dining table with chairs.

1. WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville

WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville

Olean

9.6 out of 10, Exceptional, (41 reviews)

9.6/10

Exceptional

(41 reviews)

"Great location with plenty of stores and restaurant choices nearby. House was warm and cozy. "

John C.

The price is CA $230

CA $230

CA $473 total

includes taxes & fees

Oct 27 - Oct 28

WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville

A hot tub in a garden with a white fence and purple flowers in the background.

A living room with a stone fireplace, leather sofas, a coffee table, and a flat-screen TV mounted above the fireplace.

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with bar stools.

A wooden staircase with a chandelier, a wooden door with glass panels, and a small shoe rack by the door.

2. Seneca Heights Oasis with Hot Tub

Seneca Heights Oasis with Hot Tub

Olean

9.6 out of 10, Exceptional, (5 reviews)

9.6/10

Exceptional

(5 reviews)

"Location great, house was nice. Communication with Will was great"

Bruce B.

The price is CA $389

CA $389

CA $674 total

includes taxes & fees

Nov 6 - Nov 7

Seneca Heights Oasis with Hot Tub

A bedroom with two single beds, a window with blinds, a wooden floor, and a small rug.

A living room with a fireplace, leather sofas, a small side table, and a green armchair.

A waterfront property with a deck, chairs, and a potted plant.

A modern kitchen with a built-in refrigerator, wooden cabinets, and a dining area with a bench and table.

3. REST AT THE NEST! Water front home close to ski slopes and Ellicottville!

REST AT THE NEST! Water front home close to ski slopes and Ellicottville!

Machias

10.0 out of 10, Exceptional, (89 reviews)

10/10

Exceptional

(89 reviews)

"Great Stay. Peaceful and Nice View of Lake "

Linda P.

The price is CA $247

CA $247

CA $410 total

includes taxes & fees

Nov 11 - Nov 12

REST AT THE NEST! Water front home close to ski slopes and Ellicottville!

A sign with the name 'WILDFLOWER' in a landscaped area with a stone wall, various plants, and a building in the background.

A large, multi-story house with a snow-covered lawn and a white fence.

A modern kitchen with granite countertops, wooden cabinets, and a built-in microwave. There are two bar stools and a refrigerator.

A living room with a stone fireplace, a television mounted above it, a sofa, a round coffee table, and a view through a large window.

4. Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley

Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley

Ellicottville

9.6 out of 10, Exceptional, (34 reviews)

9.6/10

Exceptional

(34 reviews)

"Perfect for our stay. Great location and accommodating host "

Johanna G.

The price is CA $176

CA $176

CA $375 total

includes taxes & fees

Nov 2 - Nov 3

Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley

A porch with two chairs and a table, a door, and a small step leading up to the porch.

A kitchen with white cabinets, a wooden herringbone floor, a coffee maker, and a sink.

A living room with a fireplace, sofas, a coffee table, and a TV.

5. 5-bedroom Home in Ellicottville view of Holiday Valley

5-bedroom Home in Ellicottville view of Holiday Valley

Ellicottville

The price is CA $381

CA $381

CA $993 total

includes taxes & fees

Oct 29 - Oct 30

5-bedroom Home in Ellicottville view of Holiday Valley

A covered porch with wicker furniture, a small table with a plant, and a view of a green landscape.

A cozy cabin interior with a stone fireplace, wooden walls, a leather sofa, a dining area, and a large window with curtains.

A house with a visible front door and windows, surrounded by trees, under a starry night sky.

A cozy room with a sofa, curtains, and a view of a car outside.

6. Shinglehouse. Pa. 2bdrm 2 bath stargaze nr Cherry Springs!

Shinglehouse. Pa. 2bdrm 2 bath stargaze nr Cherry Springs!

Shinglehouse

9.2 out of 10, Wonderful, (10 reviews)

9.2/10

Wonderful

(10 reviews)

"This is our second stay here. We truly enjoy this house and its location. Its always clean and welcoming. Its truly a slice of heaven and sure peaceful. "

Jonathan B.

The price is CA $231

CA $231

CA $470 total

includes taxes & fees

Oct 21 - Oct 22

Shinglehouse. Pa. 2bdrm 2 bath stargaze nr Cherry Springs!

A row of blue houses with balconies by a calm pond, surrounded by greenery and a clear sky.

A kitchen with white cabinets, a granite countertop, and a coffee maker.

A bedroom with a bed, a dresser, a television, and a window with curtains.

A spacious living room with a fireplace, a television mounted on the wall, a dining table, and two sofas.

7. Across from Holiday Valley, sleeps 8, entire TH, walk to VLG, CLEAN, updated

Across from Holiday Valley, sleeps 8, entire TH, walk to VLG, CLEAN, updated

Ellicottville

9.8 out of 10, Exceptional, (63 reviews)

9.8/10

Exceptional

(63 reviews)

"Cute place, very clean, great location!"

Marissa S.

The price is CA $253

CA $253

CA $555 total

includes taxes & fees

Oct 29 - Oct 30

Across from Holiday Valley, sleeps 8, entire TH, walk to VLG, CLEAN, updated

A two-story building with a covered porch and a staircase leading to the upper level.

A hotel room with two beds, white bedding, brown throw blankets, a bedside table with a lamp, and an air conditioning unit.

Three bottles of body wash, shampoo, and conditioner mounted on a black wall.

8. Lincoln Boutique Motel- Lower Room #6

Lincoln Boutique Motel- Lower Room #6

Ellicottville

8.8 out of 10, Excellent, (3 reviews)

8.8/10

Excellent

(3 reviews)

" Place is small but very nice and has everything you need for a night or two. Walking distance to the slopes and attached to a fun restaurant / bar "

Andrea K.

The price is CA $296

CA $296

CA $383 total

includes taxes & fees

Oct 21 - Oct 22

Lincoln Boutique Motel- Lower Room #6

A living room with a fireplace, a ceiling fan, a television, and a sofa.

A bedroom with a bed, a ceiling fan, a dresser, and a window with blinds.

A bathroom with a double sink vanity, a toilet, a shower curtain, and a small green rug.

9. 2-bed full kitchen, Downtown Ellicottville-Loft 12

2-bed full kitchen, Downtown Ellicottville-Loft 12

Ellicottville

The price is CA $254

CA $254

CA $456 total

includes taxes & fees

Nov 2 - Nov 3

2-bed full kitchen, Downtown Ellicottville-Loft 12

An outdoor patio with a grill, a table, and a view of a grassy field and hills.

A paved pathway flanked by a white fence and lush greenery, leading towards a sunlit horizon.

A living room with a brown leather couch, a coffee table, a flat-screen TV, a fireplace, and a patterned rug.

A hotel room with a large abstract painting on the wall, a wooden bed frame, and a bedside table with a lamp.

10. New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly

New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly

Ellicottville

9.2 out of 10, Wonderful, (55 reviews)

9.2/10

Wonderful

(55 reviews)

"This house is very cozy and close to everything!"

Kathleen L.

The price is CA $159

CA $159

CA $442 total

includes taxes & fees

Oct 29 - Oct 30

New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly

A modern kitchen with a large island, sliding glass doors to an outdoor area, and a wooden accent wall.

A bar area with a wooden backdrop, a game machine, and bottles of liquor.

A cozy interior with a bar area, wooden walls, and a fireplace.

A modern kitchen with a unique antler chandelier, a central island, and bar stools.

11. Village & Venture-Walkable Modern Comfort + Hot Tub

Village & Venture-Walkable Modern Comfort + Hot Tub

Ellicottville

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

The price is CA $296

CA $296

CA $700 total

includes taxes & fees

Oct 28 - Oct 29

Village & Venture-Walkable Modern Comfort + Hot Tub

A dining area with a round table, chairs, and a hanging light fixture.

A modern kitchen with white cabinets, stainless steel appliances, and a large window providing natural light.

A bedroom with a sloped ceiling, a bed with a patterned bedspread, a bedside table, a lamp, and a view of the outdoors through a window.

A kitchen with a dining table, chairs, a countertop, and a view of the outside.

12. Ellicottville Ski House - Walk to Holiday Valley or Downtown

Ellicottville Ski House - Walk to Holiday Valley or Downtown

Ellicottville

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Great location - close to Holiday Valley and downtown E-Ville. Home was comfortable and plenty of space to relax after a day on the slopes."

Danielle L.

The price is CA $394

CA $394

CA $1,004 total

includes taxes & fees

Nov 1 - Nov 2

Ellicottville Ski House - Walk to Holiday Valley or Downtown

A bedroom with a stone wall, a fireplace, a bed with fluffy pillows, and a view of greenery through a glass door.

A living room with a stone fireplace, a television mounted on the wall, a staircase, and large windows with a view of trees.

A spacious living room with large windows, a beige sofa, a patterned armchair, and a leather ottoman.

A row of brightly lit, multi-story buildings with large windows and outdoor seating areas, suggesting a commercial or mixed-use property.

13. Walk to Holiday Valley, Family-sized House, Sleeps 9, Shuffleboard, 2 fireplaces

Walk to Holiday Valley, Family-sized House, Sleeps 9, Shuffleboard, 2 fireplaces

Ellicottville

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"House was great and supper accessible to slopes and town. "

Michael M.

The price is CA $509

CA $509

CA $973 total

includes taxes & fees

Oct 26 - Oct 27

Walk to Holiday Valley, Family-sized House, Sleeps 9, Shuffleboard, 2 fireplaces

A bed with a wooden headboard, a blanket, and pillows. There are wall art pieces above the bed.

A bar area with a wooden counter, two bar stools, and a television mounted on the wall displaying a scenic landscape.

A cozy room with leather furniture, a bar area, and various wall decorations.

A covered patio area with wooden furniture, a ceiling fan, and string lights.

14. Après 4 All | Game Room, Hot Tub, Walkable

Après 4 All | Game Room, Hot Tub, Walkable

Ellicottville

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Great house and description. Host communication was excellent and I appreciate all the help."

Kevin W.

The price is CA $639

CA $639

CA $1,311 total

includes taxes & fees

Oct 28 - Oct 29

Après 4 All | Game Room, Hot Tub, Walkable

A spacious living room with a fireplace, a television mounted above it, and a kitchen in the background.

A kitchen counter with jars of sugar, coffee, and tea, a coffee maker, and a mirror on the wall.

A modern kitchen with white cabinetry, a stainless steel stove, and a window with blinds.

A bedroom with a large bed, a desk, and a walk-in closet.

15. Steps to town, secluded outdoor escape, modern amenities, private home

Steps to town, secluded outdoor escape, modern amenities, private home

Ellicottville

10.0 out of 10, Exceptional, (46 reviews)

10/10

Exceptional

(46 reviews)

"Great spot to stay for a ski weekend. The hosts were wonderful, and did their best to assist us to have a great stay. "

Francesca R.

The price is CA $226

CA $226

CA $537 total

includes taxes & fees

Oct 28 - Oct 29

Steps to town, secluded outdoor escape, modern amenities, private home

A living room with a fireplace, a sofa, a coffee table, a television, and a ceiling fan.

A kitchen with granite countertops, white cabinets, a stainless steel refrigerator, and a dining area with wooden chairs and a table.

An aerial view of a residential area with houses surrounded by trees and hills.

A living room with a sofa, armchair, coffee table, TV, and a view of the outdoors through a sliding door.

16. SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!

SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!

Ellicottville

10.0 out of 10, Exceptional, (74 reviews)

10/10

Exceptional

(74 reviews)

"Second time staying, absolutely beautiful place and great support and communication from host!"

Kylie H.

The price is CA $209

CA $209

CA $544 total

includes taxes & fees

Oct 21 - Oct 22

SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!

A dining area with a hot tub, wooden ceiling, and a neon sign.

A lodge with a large, illuminated entrance and a ski slope in the background.

A pool table in a spacious living area with a kitchen and dining area in the background.

A spacious living room with a fireplace, a dining area, and a staircase.

17. Best Location! NEW HOT TUB/Games/Bar/Yard/Outdoor Movie Theater/Etc!

Best Location! NEW HOT TUB/Games/Bar/Yard/Outdoor Movie Theater/Etc!

Ellicottville

10.0 out of 10, Exceptional, (49 reviews)

10/10

Exceptional

(49 reviews)

"We had a great stay. Perfect location and house was very clean"

silene r.

The price is CA $266

CA $266

CA $791 total

includes taxes & fees

Oct 21 - Oct 22

Best Location! NEW HOT TUB/Games/Bar/Yard/Outdoor Movie Theater/Etc!

An outdoor patio with a hot tub, string lights, and wicker furniture.

A sign for 'Gondola House' surrounded by a field of yellow flowers.

A modern living room with a fireplace, a television, and a kitchen in the background.

A modern kitchen with a dining area, wooden cabinets, and a view of the outdoors.

18. Gondola House | Hot tub, Arcade, Walkable Getaway, Fun Central! Game Room, Hot Tub, Steps to Village...

Gondola House | Hot tub, Arcade, Walkable Getaway, Fun Central! Game Room, Hot Tub, Steps to Village...

Ellicottville

10.0 out of 10, Exceptional, (21 reviews)

10/10

Exceptional

(21 reviews)

"Michelle was very accommodating and the property was lovely!"

Larry P.

The price is CA $590

CA $590

CA $1,239 total

includes taxes & fees

Oct 27 - Oct 28

Gondola House | Hot tub, Arcade, Walkable Getaway, Fun Central! Game Room, Hot Tub, Steps to Village...

A modern kitchen with a central island, wooden chairs, and a dining table.

A kitchen counter with a plate of cheese, crackers, strawberries, and blueberries, two wine glasses, and a bottle of wine.

A kitchen with a granite countertop, stainless steel sink, and a gas stove. There is a wooden utensil holder on the counter.

An outdoor patio with Adirondack chairs, a table, and a decorative lantern.

19. Walkable to Town, 3 Bed 2.5 Bath

Walkable to Town, 3 Bed 2.5 Bath

Ellicottville

10.0 out of 10, Exceptional, (69 reviews)

10/10

Exceptional

(69 reviews)

"It was extremely clean and very welcoming. The added amenities were great! Would definitely stay their again."

Lynne C.

The price is CA $444

CA $444

CA $843 total

includes taxes & fees

Nov 1 - Nov 2

Walkable to Town, 3 Bed 2.5 Bath

A dining area with a wooden table and chairs, a chandelier, and a view of a house through large windows.

A two-story house with a porch and a visible staircase leading to the entrance.

A kitchen with wooden cabinets, a stove, and a dishwasher.

20. -RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

Ellicottville

10.0 out of 10, Exceptional, (53 reviews)

10/10

Exceptional

(53 reviews)

"One night stay, but very easy and in a great location!"

Dennis L.

The price is CA $327

CA $327

CA $697 total

includes taxes & fees

Oct 21 - Oct 22

-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

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.

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Top Cuba Hotel Reviews

Microtel Inn & Suites by Wyndham Wellsville

10/10 Excellent

"Cl"

Cynthia 2-night trip

Posted 2 hours ago

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Quality Inn & Suites Bradford

8/10 Good

"The breakfast was basic but still had waffles, fruit, bread, cereal. The elevator was broken."

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Posted 3 hours ago

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Timberline Lodge

10/10 Excellent

"Great location for shops and resteraunts. We walked into town. Felt very layed back and easy going. Rooms were perfect, especially if just looking for a place to sleep and shower. Plus, nice common area to sit and gather , too. Perfect place to book as a family or friend group."

Holley 1-night trip

Posted 11 hours ago

Timberline Lodge

Best Western Plus University Inn

10/10 Excellent

"Breakfast was good, staff were pleasant, and facilities were fine. No complaints about anything"

Brian 4-night trip

Posted 1 day ago

Best Western Plus University Inn

Edelweiss Lodge

8/10 Good

"It was a quite little place. We enjoyed our stay."

Billy 1-night trip

Posted 1 day ago

Edelweiss Lodge

Best Western Plus Bradford Inn

8/10 Good

"Pets allowed. However, no where to dispose of doggie waste (no trash cans outside). Area seemed nice and the town was nice to walk through. Beautiful foliage surrounding the town."

Shannon 1-night trip

Posted 1 day ago

Best Western Plus Bradford Inn

The Inn At Holiday Valley

8/10 Good

"It was a lovely overnight for Fall Fest."

Richard 1-night trip

Posted 2 days ago

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The Lincoln Boutique Motel

10/10 Excellent

"Cute and private. Host was amazing"

Matthew 1-night trip

Posted 3 days ago

The Lincoln Boutique Motel

The Inn At Houghton Creek

10/10 Excellent

"Very clean and spacious. Check in and out very easy."

Donna 1-night trip

Posted 5 days ago

The Inn At Houghton Creek

Find out more about Cuba

Cuba Vacation Homes information

Number of reviews	495
Accommodation	172 Vacation Homes
Lowest Price	CA $375
Highest Price	CA $1,311

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Cuba Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cuba vacation homes

1. WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville

2. Seneca Heights Oasis with Hot Tub

3. REST AT THE NEST! Water front home close to ski slopes and Ellicottville!

4. Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley

5. 5-bedroom Home in Ellicottville view of Holiday Valley

6. Shinglehouse. Pa. 2bdrm 2 bath stargaze nr Cherry Springs!

7. Across from Holiday Valley, sleeps 8, entire TH, walk to VLG, CLEAN, updated

8. Lincoln Boutique Motel- Lower Room #6

9. 2-bed full kitchen, Downtown Ellicottville-Loft 12

10. New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly

11. Village & Venture-Walkable Modern Comfort + Hot Tub

12. Ellicottville Ski House - Walk to Holiday Valley or Downtown

13. Walk to Holiday Valley, Family-sized House, Sleeps 9, Shuffleboard, 2 fireplaces

14. Après 4 All | Game Room, Hot Tub, Walkable

15. Steps to town, secluded outdoor escape, modern amenities, private home

16. SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!

17. Best Location! NEW HOT TUB/Games/Bar/Yard/Outdoor Movie Theater/Etc!

18. Gondola House | Hot tub, Arcade, Walkable Getaway, Fun Central! Game Room, Hot Tub, Steps to Village...

19. Walkable to Town, 3 Bed 2.5 Bath

20. -RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

Find vacation rentals that suit your style

Top Cuba Hotel Reviews

Microtel Inn & Suites by Wyndham Wellsville

Find out more about Cuba

Cuba Vacation Homes information

Explore a world of travel with Expedia