A metal bridge with a sign that reads 'Thank You' and a birdhouse on the right.

Simsbury Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Simsbury vacation rentals

A red door with a wicker basket hanging on it, leading to a laundry area with a brick wall and two large speakers.

1. The Historic Hideaway

The Historic Hideaway
Avon
6.0 out of 10, (4 reviews)
"House exactly as listed. We had a question and the property owner replied instantly - great communication. Close to Talcott Mountain which was an amazing hike with beautiful views. "
United States
Nicole M.
$252 nightly
The price is $268
Nov 4 - Nov 5
Total with taxes and fees
The Historic Hideaway
A square fire pit with flames, surrounded by a grassy field and a green chair.

2. Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (24 reviews)
$164 nightly
The price is $185
Oct 26 - Oct 27
Total with taxes and fees
Peaceful Meadow Retreat
A historic building with red brick architecture, snow-covered roofs, and a prominent chimney.

3. The Old Avon Village

The Old Avon Village
Avon
6.2 out of 10, (10 reviews)
"Great location. Alexander was very responsive to any requests. Met our needs. "
United States
Deborah S.
$257 nightly
The price is $273
Oct 14 - Oct 15
Total with taxes and fees
The Old Avon Village
A balcony with a view of a lake, white railings, and outdoor furniture.

4. River Overlook - What a view from your deck!

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (27 reviews)
"I only did a short stay (2 nights) but it was super adorable! I will definitely stay again when I'm back in the area."
United States
Mary S.
$277 nightly
The price is $314
Oct 14 - Oct 15
Total with taxes and fees
River Overlook - What a view from your deck!
A circular stone fire pit surrounded by large rocks and gravel, set in a forested area.

5. Sun Filled Lake House Living

Sun Filled Lake House Living
Avon
6.6 out of 10, (4 reviews)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
United States
Joseph C.
$247 nightly
The price is $262
Oct 26 - Oct 27
Total with taxes and fees
Sun Filled Lake House Living
A patio area with wicker furniture and a brick floor.

6. The Old Avon 1800 Manor

The Old Avon 1800 Manor
Avon
7.0 out of 10, Good, (2 reviews)
"Wonderful place and host very responsive and friendly!"
United States
Anonymous traveler
$412 nightly
The price is $449
Oct 20 - Oct 21
Total with taxes and fees
The Old Avon 1800 Manor
A modern kitchen with blue cabinets, a dining area with a glass table, and a living room with a brown leather sofa.

7. Collinsville River Escape / Fall Foliage, Deck & Yard

Collinsville River Escape / Fall Foliage, Deck & Yard
Collinsville
10.0 out of 10, Exceptional, (1 review)
"We loved the place, which feels like your own house in the woods. The setting is gorgeous especially with the leaves changing colors. We specifically chose the location so we could bike the Farmington Trail loop which starts at the bottom of the hill. The house is so well stocked with everything you could think of, especially coffee and there is plenty of space to relax inside and out. The host was very attentive to our needs. It couldn’t have been better for us."
United States
Margaret A.
$198 nightly
The price is $225
Nov 2 - Nov 3
Total with taxes and fees
Collinsville River Escape / Fall Foliage, Deck & Yard
A covered porch with wicker furniture, a potted plant, and a small table.

8. The Blue Back Bungalow

The Blue Back Bungalow
West Hartford
9.4 out of 10, Exceptional, (22 reviews)
"We can't wait for our next visit north to stay here again. Great location with easy access to the highway, Hartford entertainment, etc. -- and just a short walk to West Harfford Center. And our favorite Chinese (Black Bamboo, thanks Sunny!) is just around the corner. The home is perfect for us, with the 1/2 bath downstairs being an added bonus. The upstairs renovated bathroom is great too. The kitchen had everything we needed, including a coffee maker (with coffee supplied) and delicious...
United States
Jeffrey
$292 nightly
The price is $309
Oct 14 - Oct 15
Total with taxes and fees
The Blue Back Bungalow
A two-story motel with a balcony on the second floor, a parking lot, and a row of parked cars.

9. 2 Queen Beds | Deluxe, Micfridge

2 Queen Beds | Deluxe, Micfridge
Windsor Locks
$87 nightly
The price is $101
Nov 1 - Nov 2
Total with taxes and fees
2 Queen Beds | Deluxe, Micfridge
A lakeside view with a row of beach chairs and umbrellas.

10. Waterfront Lake Cottage - Lake Access -Kayaks

Waterfront Lake Cottage - Lake Access -Kayaks
Avon
$520 nightly
The price is $588
Oct 27 - Oct 28
Total with taxes and fees
Waterfront Lake Cottage - Lake Access -Kayaks
A patio with a table and chairs, a grill, and a view of a lake.

11. Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (74 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
$467 nightly
The price is $529
Oct 19 - Oct 20
Total with taxes and fees
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
A hotel lobby with a reception desk, a seating area with chairs and a table, and a large window providing natural light.

12. 1 Queen Bed | ADA/Tub/Micfridge

1 Queen Bed | ADA/Tub/Micfridge
Windsor Locks
$78 nightly
The price is $89
Nov 1 - Nov 2
Total with taxes and fees
1 Queen Bed | ADA/Tub/Micfridge
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove. There is a dining table with chairs and a coffee maker on the table.

13. Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Windsor Locks
10.0 out of 10, Exceptional, (12 reviews)
"Great stay, home was comfortable and communication w owner was very smooth!"
United States
Stacey P.
$447 nightly
The price is $506
Oct 27 - Oct 28
Total with taxes and fees
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
A spacious living room with hardwood flooring, a grey sofa, a coffee table, and a chandelier.

14. West Hartford Center: Charming New England Apt

West Hartford Center: Charming New England Apt
West Hartford
10.0 out of 10, Exceptional, (9 reviews)
"Immaculate, nice decor, very comfortable beds, every detail is well thought out. "
United States
Cathryna B.
$379 nightly
The price is $409
Oct 14 - Oct 15
Total with taxes and fees
West Hartford Center: Charming New England Apt
A multi-story building with a brick facade, large windows, and a street lamp.

15. Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Downtown Hartford
9.0 out of 10, Wonderful, (8 reviews)
"Nice place"
United States
Bonita T.
$193 nightly
The price is $219
Nov 1 - Nov 2
Total with taxes and fees
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
A modern reception area with a counter, two chairs, a small table, and a carpeted floor.

16. 1 King Bed|Smoking, Micfridge

1 King Bed|Smoking, Micfridge
Enfield
10.0 out of 10, Exceptional, (5 reviews)
$68 nightly
The price is $78
Oct 14 - Oct 15
Total with taxes and fees
1 King Bed|Smoking, Micfridge
A modern kitchen with a central island, stainless steel appliances, and black cabinets.

17. Fully Furnished Private Apartment, Elevator, Wi-Fi A/C

Fully Furnished Private Apartment, Elevator, Wi-Fi A/C
Downtown Hartford
9.0 out of 10, Wonderful, (2 reviews)
"Great place downtown Hartford! Clean and quiet and minutes from everything! My only issue was that it claims to be fully furnished but there is no iron or steamer. Guests are often traveling in for events so having that on hand is essential. Other than that all was wonderful!"
United States
Shea O.
$203 nightly
The price is $230
Nov 2 - Nov 3
Total with taxes and fees
Fully Furnished Private Apartment, Elevator, Wi-Fi A/C
A modern kitchen with black cabinets, a white countertop, and a built-in oven.

18. Totally Private Cozy studio in awesome Hartford with WiFi, AC

Totally Private Cozy studio in awesome Hartford with WiFi, AC
Downtown Hartford
8.6 out of 10, Excellent, (14 reviews)
"Great location, very nice and clean. "
United States
Manuel M.
$245 nightly
The price is $277
Nov 1 - Nov 2
Total with taxes and fees
Totally Private Cozy studio in awesome Hartford with WiFi, AC
Dining

19. Prime West Hartford Center: Timeless Charm

Prime West Hartford Center: Timeless Charm
West Hartford
10.0 out of 10, Exceptional, (26 reviews)
"Great location and lots of room for grandkids to spread out and fun games for them to play with"
United States
Michael W.
$605 nightly
The price is $661
Oct 25 - Oct 26
Total with taxes and fees
Prime West Hartford Center: Timeless Charm
A modern kitchen with black cabinets, a white countertop, and a built-in oven.

20. Lux Boutique Large Private LOFT Pratt St Hartford

Lux Boutique Large Private LOFT Pratt St Hartford
Downtown Hartford
8.4 out of 10, Very good, (30 reviews)
"Great stay"
United States
Josh H.
$246 nightly
The price is $278
Nov 1 - Nov 2
Total with taxes and fees
Lux Boutique Large Private LOFT Pratt St Hartford
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 Simsbury Hotel Reviews

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

8/10 Good
"Hotel was clean, staff were nice, a big disappointment to find out the pool was under construction. I picked that hotel for the pool and even booked an additional night to use the pool. They said at the desk if I had booked directly and not thru Expedia I would have been notified. Otherwise everything was okay."
Julie 2-night trip
Posted 3 hours ago
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Find out more about Simsbury

Everything you need to know about Simsbury 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 Simsbury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Simsbury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Simsbury vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $77 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Simsbury rentals

At Expedia, we put the best Simsbury 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 Simsbury 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 Simsbury 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 Simsbury. 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

Frequently asked questions

Can I find vacation rentals in Simsbury?

Yes, you can find vacation rentals in Simsbury near Performing Arts Center at Simsbury Meadows, or you can select a more remote option if you want a relaxing stay. Our travelers say Simsbury has a good selection of restaurants. Make sure you have time to check out the forests and riverfront during your trip.

What's the top vacation rental in Simsbury?

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!: This vacation home rental outside of Simsbury has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Simsbury?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Simsbury stay.

What’s there to see and do in Simsbury?

Farmington River and Pinchot Sycamore Tree are a couple of lovely local spots to get outside and enjoy nature. While here, Performing Arts Center at Simsbury Meadows and Talcott Mountain State Park are other places worth a visit.

What’s a vacation rental in Simsbury like?

Vacation rentals are private properties you can stay in for a couple of days or more in Simsbury. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for families.