Title: Southbury Vacation Rentals from CA $205: Short-Term Rentals for 2025 | Expedia.ca

  

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# Southbury Vacation Rentals

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## Check prices for these dates

In two weeks

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10442&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=10442&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10442&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=10442&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Southbury

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/5f21b21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/9121efcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/28389e43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/ab2a67b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 103

Southbury

10/10

Exceptional

(2)

"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "

CA $184

CA $425 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h112274050.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/0877aae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/ca66de8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/c5263730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/7af7ae64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 102

Southbury

9.6/10

Exceptional

(4)

"Overall we had a great stay, the split unit air conditioner stopped working after a few days but the property manager quickly resolved the problem as temperatures were rising. Kitchen in the apartment is equipped for a long stay as it had most of what we needed. Would recommend. "

CA $184

CA $425 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h107301360.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/98ac21ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/b6965197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/02c545be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/720440b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 101

Southbury

9.4/10

Exceptional

(6)

"Great stay. Clean, open space, easy access, and a nice pond in back to bring the dog. Would come back again."

CA $180

CA $420 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Southbury-Hotels-Private-Apt-In-SouthfordSouthbury-101.h92867391.Hotel-Information)

![Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240415/a842220e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240415/b4ae858c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, 2 Bedrooms, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240415/236a6b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Apartment, 2 Bedrooms, Kitchen | Living area](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240415/efa198e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Furnished Apartments by Hyatus Downtown at Yale

The Hill

9.6/10

Exceptional

(55)

"Loved our stay here. "

[](https://www.expedia.ca/New-Haven-Hotels-Luxury-Furnished-Apartments-By-Hyatus-Downtown-At-Yale.h57240415.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/9a855962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium House, Garden View | Living area](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/7eecbab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium House, Garden View | Terrace/patio](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/35645e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium House, Garden View | Living area](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/78c118d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beechmont - Perfect for Family Retreat!

Bridgeport

CA $855

CA $1,471 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Bridgeport-Hotels-Beechmont.h119248411.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/282f9b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/a0e0c5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/a10e81b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/d4937d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Studio| Near Yale| Downtown New Haven

Downtown New Haven

9.2/10

Wonderful

(5)

"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"

CA $144

CA $286 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/New-Haven-Hotels-Charming-Studio-Near-Yale-Downtown-New-Haven.h107557460.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34020000/34011500/34011469/e459179d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34011500/34011469/8f845ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34020000/34011500/34011469/1a8d83c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, Hulu](https://images.trvl-media.com/lodging/35000000/34020000/34011500/34011469/68ad80a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Holmes

10/10

Exceptional

(194)

"Wonderful place to rest and recharge."

[](https://www.expedia.ca/Holmes-Hotels-Log-Cabin-On-A-Lake-With-Private-Dock-Beach-One-Hour-From-NYC.h34011469.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/9f8971d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/646e6d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/f1288f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/9ac447c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Business or Weekend escape

Stratford

9.2/10

Wonderful

(47)

"Great value!"

CA $119

CA $205 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/95000000/94780000/94775200/94775128/618d1a43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/94780000/94775200/94775128/3a72d1f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/95000000/94780000/94775200/94775128/3fd5c0ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94780000/94775200/94775128/b154cc6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

New Fairfield

9.4/10

Exceptional

(30)

"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "

[](https://www.expedia.ca/New-Fairfield-Hotels-Lakehouse-Boat-Dock.h94775128.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/116000000/115680000/115677600/115677574/00c649a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115680000/115677600/115677574/c3a9ca25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115680000/115677600/115677574/292fd06b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115680000/115677600/115677574/22f82ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Brookfield

10/10

Exceptional

(2)

"This is a property that is very good for large family gatherings, which is how we gathered for a birthday celebration. This area of CT. is great and has lots to do.The house is in the perfect location to do all of it.Again, suits large groups well. Room for everyone."

[](https://www.expedia.ca/Brookfield-Hotels-LakesideSleeps20HotTubGameRoom2AcresFirepit.h115677574.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112400000/112396200/112396103/6f9ea498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112400000/112396200/112396103/78231fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112400000/112396200/112396103/f0b6363b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112400000/112396200/112396103/4eafaa02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom house with WiFi, AC in Fairfield

Fairfield

8.0/10

Very good

(8)

"Amalfi’s place was as described. It was clean and comfortable and mostly quiet. Amalfi was excellent with communication. Would certainly stay again when visiting family."

CA $88

CA $330 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Fairfield-Hotels-Charming-2-Bedroom-House-With-WiFi.h112396103.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/67000000/66540000/66538600/66538514/57c462f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66540000/66538600/66538514/2625ae8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66540000/66538600/66538514/bee788e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/67000000/66540000/66538600/66538514/d9ebdb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning Apt W/ Parking and Gym | Downtown at Yale

The Hill

10/10

Exceptional

(44)

"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."

[](https://www.expedia.ca/New-Haven-Hotels-Stunning-Apt-W-Parking-And-Gym-Downtown-At-Yale.h66538514.Hotel-Information)

![Smart TV, stereo](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/40355023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/355638a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/b5a9021c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/be85176a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Bridgeport

10/10

Exceptional

(3)

"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "

CA $1,012

CA $1,912 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Bridgeport-Hotels-Charming-Colonial-Retreat-Perfect-For-Family-Getaways.h112048293.Hotel-Information)

![Smart TV, Netflix, Hulu, toys](https://images.trvl-media.com/lodging/30000000/29490000/29483500/29483493/a1cabcc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/30000000/29490000/29483500/29483493/56160d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29490000/29483500/29483493/e83c9bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29483500/29483493/bed69e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

Milford

10/10

Exceptional

(7)

"My best friend and I wanted to get out of the city with our pups for a long weekend, and this was absolutely the perfect place to do that! Robert was accommodating, kind, and quick to respond. And the neighborhood/community is adorable, friendly, and low key. Being literally steps from the beach was beyond amazing, and being able to sit on the front patio and get the breeze/view was unmatched! Can’t wait to come back again! "

[](https://www.expedia.ca/Milford-Hotels-Amazing-Beachfront-Dog-Friendly-Sorry.h29483493.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33700000/33694400/33694344/182d5c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33700000/33694400/33694344/484d2f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33700000/33694400/33694344/aee04e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33700000/33694400/33694344/6766f487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Milford

10/10

Exceptional

(127)

"Fantastic all around!"

[](https://www.expedia.ca/Milford-Hotels-Beach-Front-Arts-Crafts-House-With-Gorgeous-Views-Of-The-Sound.h33694344.Hotel-Information)

![Smart TV, video games, table tennis, books](https://images.trvl-media.com/lodging/110000000/109820000/109815800/109815718/9b0c92cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109820000/109815800/109815718/321cc8fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109820000/109815800/109815718/207e488a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109820000/109815800/109815718/9b835dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxurious 3BR Apartment with Premium Amenities

The Hill

10/10

Exceptional

(16)

"The property was great- amenities like linens, decor, kitchen items were high quality. Great view also!"

[](https://www.expedia.ca/New-Haven-Hotels-Luxurious-3BR-Apartment-With-Premium-Amenities.h109815718.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/300c76ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/c9d07e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo, computer monitors](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/e4eb8f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/92000000/91080000/91072300/91072220/7e47478b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Designer 2 bedroom+office/3bed vacation home.

Brooklawn - St. Vincent

9.4/10

Exceptional

(22)

"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "

CA $221

CA $610 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Bridgeport-Hotels-Luxury-Designer-2-Bedroom.h91072220.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73240000/73234400/73234362/463b69eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73234400/73234362/caa61cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/74000000/73240000/73234400/73234362/23d38d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/74000000/73240000/73234400/73234362/7d538380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Candlewood Lake Retreat; Dock, Game Room & Firepit

New Milford

10/10

Exceptional

(47)

"Everything was great! Thank you!"

CA $1,206

CA $2,184 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/New-Milford-Hotels-Candlewood-Lake-Luxurious-Family-Waterfront-Retreat.h73234362.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006248/30e2063f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006248/3c500b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006248/676e4d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006248/39d80e19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Cozy 2BR Stay New Haven Close to Yale

East Rock

7.4/10

Good

(3)

"Place was great for family and having a washer and dryer was a big help. Place was super clean and comfortable "

CA $207

CA $324 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/New-Haven-Hotels-New-Cozy-2BR-Stay-New-Haven-Close-To-Yale.h107006248.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/efeecab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/058f796c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/624102e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/a5ee2415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Cheshire

9.4/10

Exceptional

(8)

"Needed a place to sleep for a couple of nights and this worked for us."

CA $132

CA $244 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/Cheshire-Hotels-Quiet-2-Bedroom-Apartment-In-Wonderful-Cheshire-With-WiFi-And-Beautiful-Views.h111824460.Hotel-Information)

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 Southbury Hotel Reviews

![New Haven Hotel](//images.trvl-media.com/lodging/1000000/40000/36800/36721/dd69cbb4_y.jpg)

### New Haven Hotel

10/10 Excellent

"Great hotel Lobby!"

[](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information)

![Best Western Executive Hotel Of New Haven - West Haven](//images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg)

### Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent

"Room service was great made sure we had everything we needed daily. Front desk very helpful. Was quiet until last night party on 2nd floor people running up and down hallway child kicked our door very hard around 2am. I believe mother worked for hotel and had family party out of control my husband got up and went out they quieted down after that.Overall the place was great though."

[](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information)

![Motel 6 Milford, CT](//images.trvl-media.com/lodging/1000000/10000/300/291/03aae393_y.jpg)

### Motel 6 Milford, CT

10/10 Excellent

"Both great "

[](https://expedia.ca/New-Haven-Hotels-Motel-6-Milford.h291.Hotel-Information)

![Hyatt Place Milford / New Haven](//images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg)

### Hyatt Place Milford / New Haven

10/10 Excellent

"Clean room"

[](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information)

![Cambria Hotel New Haven University Area](//images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg)

### Cambria Hotel New Haven University Area

10/10 Excellent

"A very clean and spacious room. A good value."

[](https://expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information)

![Wyndham Southbury](//images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg)

### Wyndham Southbury

10/10 Excellent

"I love our annual meetings at your hotel. You have the nicest staff. I love Dorie-she is so welcoming and efficient. Amber ,at the front desk is so friendly and helpful. Paul did a great job in the bar keeping all the preordered meals organized. You are so fortunate to have such a hard working staff. I look forward to next years visit. Many thanks. "

[](https://expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information)

![Hotel Marcel New Haven, Tapestry Collection By Hilton](//images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c_y.jpg)

### Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent

"The hotel and staff were fabulous."

[](https://expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information)

![La Quinta Inn & Suites by Wyndham New Haven](//images.trvl-media.com/lodging/1000000/10000/1300/1241/92ca5e77_y.jpg)

### La Quinta Inn & Suites by Wyndham New Haven

8/10 Good

"Under construction."

[](https://expedia.ca/New-Haven-Hotels-La-Quinta-Inn-Suites-By-Wyndham-New-Haven.h1241.Hotel-Information)

![Holiday Inn Express Southington by IHG](//images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg)

### Holiday Inn Express Southington by IHG

10/10 Excellent

"excellent hotel,room clean and excellent service."

[](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information)

## Find out more about Southbury

**Everything you need to know about** **Southbury** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southbury vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southbury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Southbury vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Southbury. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southbury vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southbury vacation rentals we have selected for you start as low as CA $205 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Southbury rentals**

At Expedia, we put the best Southbury vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southbury vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Southbury

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-   [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

-   [Vacation Homes in Southbury](https://expedia.ca/Southbury-Private-Vacation-Homes.d10442-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Apartments in Southbury](https://expedia.ca/Southbury-Apartments.d10442-aaApartments.Travel-Guide-Accommodation)
-   [Cottages in Southbury](https://expedia.ca/Southbury-Cottages.d10442-aaCottages.Travel-Guide-Accommodation)
-   [Motels in Southbury](https://expedia.ca/Southbury-Motels.d10442-aaMotels.Travel-Guide-Accommodation)
-   [Guest Houses in Southbury](https://expedia.ca/Southbury-Guest-Houses.d10442-aaGuestHouses.Travel-Guide-Accommodation)
-   [Cabin Rentals in Southbury](https://expedia.ca/Southbury-Cabins.d10442-aaCabins.Travel-Guide-Accommodation)
-   [Condo Rentals in Southbury](https://expedia.ca/Southbury-Condos.d10442-aaCondos.Travel-Guide-Accommodation)
-   [B&B in Southbury](https://expedia.ca/Southbury-Bed-And-Breakfast.d10442-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Villas in Southbury](https://expedia.ca/Southbury-Villas.d10442-aaVillas.Travel-Guide-Accommodation)
-   [Farmstay in Southbury](https://expedia.ca/Southbury-Agritourism.d10442-aaAgritourism.Travel-Guide-Accommodation)
-   [Aparthotels in Southbury](https://expedia.ca/Southbury-Apart-Hotels.d10442-aaApartHotels.Travel-Guide-Accommodation)
-   [RV Parks in Southbury](https://expedia.ca/Southbury-RV-Parks.d10442-aaRVParks.Travel-Guide-Accommodation)
-   [Hostels in Southbury](https://expedia.ca/Southbury-Hostels.d10442-aaHostels.Travel-Guide-Accommodation)
-   [Resorts in Southbury](https://expedia.ca/Southbury-Resort-Hotels.d10442-aaResortHotels.Travel-Guide-Accommodation)
-   [Residences in Southbury](https://expedia.ca/Southbury-Residences.d10442-aaResidences.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Southbury?

> Yes, we have vacation rentals near top sights in Southbury, or you can choose a more remote option if you're looking for a relaxing stay. The spas and bars are several reasons why visitors like Southbury. While you're here, grab a bite or have a drink at the restaurants.

### What are some of the best vacation rentals that Southbury has to offer?

> [Beechmont - Perfect for Family Retreat!](https://www.expedia.ca/Bridgeport-Hotels-Beechmont.h119248411.Hotel-Information): You might like this vacation home rental near Southbury. It is located near the airport and has a private balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. You can relax into your vacation with a private yard and a selection of games.

### How many vacation rentals are there in Southbury?

> Expedia has 3 vacation rentals for your stay in Southbury.

### What can I see and do in Southbury?

> Lake Lillinonah and Housatonic River are a couple of scenic spots to enjoy the outdoors, whereas Vicinanza Studios & Gallery is one of the cultural attractions. While here, Southford Falls State Park and Lake Quassapaug are other places worth a visit.

### What are vacation rentals like in Southbury?

> Vacation rentals are private accommodations you can stay in for a few days or a quick weekend in Southbury. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a small group gathering.

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## Go further with the Expedia app

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Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)