Main Street Historic District Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Main Street Historic District

Fun Downtown Location 2nd flr
Dining
Fun Downtown Location 2nd flr
9.8 out of 10, Exceptional, (51)
"Great property for our family trip. We had lots of fun. Owner was responsive and communicative. Hope to be back some day!"
Fun Downtown Location 2nd flr
Go Jump in the Lake!
Go Jump in the Lake!
10.0 out of 10, Exceptional, (127)
"House was very clean, well equipped and had everything we needed to enjoy a relaxing getaway as a family. We enjoyed the firepit, covered porch and lakeside fun."
The price is NZ$588
includes taxes & fees
17 Jun - 18 Jun
Go Jump in the Lake!
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Aerial view
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
10.0 out of 10, Exceptional, (8)
"We were there for a family event in Glastonbury for just a couple of days, and so we didn't go to the lake. However, the cottage was perfect for our needs -- quiet, allowed for contemplation, and privacy that we needed. We hope to perhaps and experience the beautiful lake."
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Fridge, microwave, oven, stovetop
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
10.0 out of 10, Exceptional, (2)
"Quality property with a top notch owner."
The price is NZ$1,377
includes taxes & fees
17 Jun - 18 Jun
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Trout Brook Trail 2 · Sprawling Classic New England Home
Fridge, microwave, oven, stovetop
Trout Brook Trail 2 · Sprawling Classic New England Home
10.0 out of 10, Exceptional, (11)
"In town for our daughters graduation. The home was perfect in every way! Clean, all rooms are a good size, nicely situated kitchen, beautiful deck for socializing, our guests did not feel like we were on top of each other. Plenty of blankets, towels, kitchen supplies. Everything in good working condition. The home has antique charm with updated benefits. The host Mark was easy to communicate with. We walked to town and loved every part of our weekend! Its a must! Thank you Mark for sharing Trout...
Trout Brook Trail 2 · Sprawling Classic New England Home
West Hartford Center Apartment
Fridge, microwave, oven, stovetop
West Hartford Center Apartment
9.8 out of 10, Exceptional, (9)
"The location as it related to my trip couldn’t have been any better. The apartment was super-clean and spacious. I admire the detail on the stairway leading up to the apartment (it’s the little things👍). I will most definitely stay here again when I’m in town. Aaaaaaand that was one, humongous TV screen! Felt like I was in a movie theater!"
West Hartford Center Apartment
In-Law Suite in Rocky Hill with Private Entrance
Private kitchen
In-Law Suite in Rocky Hill with Private Entrance
6.0 out of 10, (1)
"I will start with the positive; Great Location, safe, clean, ample space, very nice owners. Unfortunately this young couple doesn’t seem to have done this before. Bed size was not listed & it was our own fault for not asking. The double bed was not what we’d expected, the sheets were pilled & bed really not made top sheet & comforter just on top of the bed. We had to ask for pillow cases for two pillows and later discovered there was no extra blanket. The mirror over small dresser was just...
The price is NZ$328
includes taxes & fees
27 Jun - 28 Jun
In-Law Suite in Rocky Hill with Private Entrance
Amazing Lakefront Property
Smart TV, fireplace, offices
Amazing Lakefront Property
10.0 out of 10, Exceptional, (15)
"This was my second go round staying at this property. My family and I enjoyed it the first time. More so the second time with the upgrades. Being familiar with the area was a great help. This time we went in the lake and enjoyed ourselves. We are looking forward to returning back again. Thank you Raymond for letting us stay at your property. Richard and Joanne"
Amazing Lakefront Property
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
Exterior
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
9.8 out of 10, Exceptional, (107)
"A number of friends and I stayed here to be nearby our friends wake and memorial service. It was a really nice homely, quiet space that had plenty of room for everyone and the view over the river is gorgeous. Would love to come back sometime for more uplifting circumstances"
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
9.8 out of 10, Exceptional, (8)
"This is an immaculate guest suite with incredible views in a gorgeous setting. The owners were extremely responsive and communicative, enhancing our stay. The bed is very comfortable and the appliances and just about everything looks brand new. The grounds, pool area and views are amazing. If you’re looking for a comfortable and peaceful stay in a relaxing setting, this is the place! Your hosts will make sure you are well taken care of."
The price is NZ$486
includes taxes & fees
15 Jul - 16 Jul
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
The getaway! Located in the downtown area.
Fridge, microwave, oven, stovetop
The getaway! Located in the downtown area.
10.0 out of 10, Exceptional, (7)
"This home was very nicely updated with new pillows, comfy bed and well stocked kitchen. Perfect location near the hospital"
The price is NZ$442
includes taxes & fees
9 Jul - 10 Jul
The getaway! Located in the downtown area.
lakefront estate
Pool
lakefront estate
3.8 out of 10, (8)
"Overall do not stay in this house! They are scamming people! They say they are military family yet took advantage of one!! Still owe me my refund and refuse to answer VRBO to give the okay to refund my money! This place was not clean it was very unsanitary and there were drug paraphernalia in the backyard! Towels wet and dirty on the bathroom floor and one of the bedrooms the sheets were dirty in the floor claimed that the house keeper cleaned it! The pool was disgusting!! I have videos pictures...
lakefront estate
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.0 out of 10, Wonderful, (2)
"This was easily accessible to many places and the check-in process and communications with the owner were exceptional. Great place to stay."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Historic 4 Bedroom Luxury Cabin with Private Waterfall & Lake Access
Property grounds
Historic 4 Bedroom Luxury Cabin with Private Waterfall & Lake Access
9.0 out of 10, Wonderful, (15)
"Our family stayed at this property while enjoying family weekend at UConn. The home was a nice distance between campus and fun activities. The house was clean and well stocked with amenities. We missed having a hot tub as was the reason we chose this home, but the views in the backyard were beautiful. We had a wonderful stay. Thank you!"
Historic 4 Bedroom Luxury Cabin with Private Waterfall & Lake Access
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
1 bedroom, iron/ironing board, WiFi, bed sheets
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
Minimalist Downtown Homestay
2 bedrooms, WiFi, bed sheets
Minimalist Downtown Homestay
The price is NZ$356
includes taxes & fees
17 Jun - 18 Jun
Minimalist Downtown Homestay
Lakefront Home, Close to Mt Southington!
Fridge, microwave, stovetop, dishwasher
Lakefront Home, Close to Mt Southington!
10.0 out of 10, Exceptional, (7)
"This is a charming house that actually is even better than the photos! Spotless and organized. Kitchen is perfectly stocked. Came with a bag of nice Italian coffee, Kurig and teas with refrigerated creamer. Bed was terrific and large. AC and Heat easy to use. Easy to find and surrounded by everything you need, like food, coffee, bagels, restaurants."
Lakefront Home, Close to Mt Southington!
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Fridge, microwave, oven, stovetop
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
10.0 out of 10, Exceptional, (7)
"Quiet,peaceful,clean, friendly,cozy!!!!"
The price is NZ$420
includes taxes & fees
24 Jun - 25 Jun
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Room for the whole family 1/2 hour to Mohegan and Mystic Seaport
Terrace/patio
Room for the whole family 1/2 hour to Mohegan and Mystic Seaport
10.0 out of 10, Exceptional, (13)
"The Treehouse at Lake Hayward has been an amazing place to stay! I have stayed at this property on more than one occasion and the host has been nothing shy of accommodating and welcoming. The home itself and neighborhood is very accurate to the listing online and had everything we needed! Would definitely recommend to friends/family and absolutely stay at this property again."
Room for the whole family 1/2 hour to Mohegan and Mystic Seaport
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
Fridge, microwave, stovetop, coffee/tea maker
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
Don't see what you're looking for?
See all available properties in Main Street Historic District
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.

Other types of properties in Main Street Historic District you may be interested in

Holiday Inn Express Southington, an IHG Hotel
Exterior
Holiday Inn Express Southington, an IHG Hotel
2.5 star property
8.4 out of 10, Very good, (1007)
"Was set off the Maine road and close access to highway 84"
The price is NZ$258
includes taxes & fees
20 Jun - 21 Jun
Holiday Inn Express Southington, an IHG Hotel
Motel 6 Wethersfield, CT - Hartford
Reception
Motel 6 Wethersfield, CT - Hartford
2.0 star property
6.4 out of 10, (1007)
"The staff was excellent. The room was what I expected from Motel 6"
The price is NZ$130
includes taxes & fees
24 Jun - 25 Jun
Motel 6 Wethersfield, CT - Hartford
Best Western Hartford Hotel & Suites
Lobby
Best Western Hartford Hotel & Suites
2.5 star property
8.0 out of 10, Very good, (1008)
"Great stay and value for money. Massive, modern, super comfortable room. The staff were great. Great breakfast, (cheese omelette, bacon, waffles, muffins, yogurt, orange juice). Will go there again. Would have been 5 stars, but a few customers were on the rough side. "
The price is NZ$173
includes taxes & fees
24 Jun - 25 Jun
Best Western Hartford Hotel & Suites
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Main Street Historic District holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Main Street Historic District. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Main Street Historic District. Seeing all the best attractions is bound to make you fall in love with Main Street Historic District. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Main Street Historic District short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Main Street Historic District?

Yes, there are holiday rentals close to the most popular sights in Main Street Historic District, or you can select a more secluded option if you're looking for a relaxing stay. Main Street Historic District is known for its festivals and university setting. Make sure you have time to check out the entertainment choices and waterfalls during your trip.

What are some of the best holiday rentals that Main Street Historic District has to offer?

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

What can I see and do in Main Street Historic District?

Explore the area and cultural attractions such as Artfarm, or visit one of the family-friendly sights such as Brownstone Exploration & Discovery Park. In the wider area, you’ll find Wesleyan University and Connecticut River State Wildlife Area.

What are holiday rentals like in Main Street Historic District?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Main Street Historic District. Holiday rentals feature amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family gatherings.

Recent reviews of Main Street Historic District properties
Expedia verified reviews

Delamar West Hartford

Delamar West Hartford

5/5 Excellent
Great location, accommodation and service.
"Another wonderful stay!"
A verified traveller stayed at Delamar West Hartford
Posted 1 day ago
Delamar West Hartford