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Top Holiday Rentals in Main Street Historic District

Postcard Cabins Machimoodus

2.0 star property
9.4 out of 10, Exceptional, (45)
"Great stay"
The price is £151
includes taxes & fees
7 Aug - 8 Aug
Postcard Cabins Machimoodus

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

10.0 out of 10, Exceptional, (39)
"My wife and I loved our weekend stay at this cabin!"
The price is £518
includes taxes & fees
24 Aug - 25 Aug
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

2.0 star property
9.0 out of 10, Wonderful, (8)
"Beautiful location, very comfortable for our small family."
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

Cozy apartment in charming Hartford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Owner didn’t respond to messages and there was issues with the virtual key QR code However after check in everything was wonderful and I had no issues "
The price is £130
includes taxes & fees
17 Aug - 18 Aug
Cozy apartment in charming Hartford with AC, WiFi

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

10.0 out of 10, Exceptional, (16)
"I've stayed here multiple times and it was amazing as always. Great communication, clean, and beautiful! "
The price is £685
includes taxes & fees
13 Aug - 14 Aug
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Totally Private Cozy studio in awesome Hartford with WiFi, AC

9.4 out of 10, Exceptional, (8)
"I was a little worried to be right in downtown with just me and my daughter. But this location was very safe and cute shopping area around the apartment. "
The price is £125
includes taxes & fees
17 Aug - 18 Aug
Totally Private Cozy studio in awesome Hartford with WiFi, AC

Go Jump in the Lake!

10.0 out of 10, Exceptional, (141)
"Spent Christmas at the cottage with my family and we had an amazing time!! I highly recommend! Beautiful place, beautiful area! The host was fantastic and very responsive! 10/10! "
Go Jump in the Lake!

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (14)
"Everything about the house and property was exactly as described. We had the best time there with plenty of space to spread out. It was very clean and comfortable. The kids had so much fun exploring and they visited the ice cream shop everyday that it was open.We will definitely stay here again."
Charming Farmhouse w/ Pool & Fishing Pond!

Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

2.0 star property
6.6 out of 10, (4)
"Communication with the host was excellent. His place was clean, bright, and very well equipped! The location makes it easy to get around the greater Hartford area. Our stay was very good!"
Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

Lux Boutique Large Private LOFT Pratt St Hartford

9.0 out of 10, Wonderful, (18)
"I am impressed with the Lux Private Loft. Absolutely Gorgeous!!. I hope to return. The kitchen area, enormous shower, large screen t.v. I will book again as soon as possible."
The price is £153
includes taxes & fees
11 Aug - 12 Aug
Lux Boutique Large Private LOFT Pratt St Hartford

Walk To Goodspeed Opera House!

9.6 out of 10, Exceptional, (27)
"This property was in a great location for going to the Goodspeed opera house. "
The price is £237
includes taxes & fees
14 Aug - 15 Aug
Walk To Goodspeed Opera House!

Peaceful farm area, on the reservoir, near vineyards

10.0 out of 10, Exceptional, (35)
"Elizabeth's place and property are beautiful and it's a great location near the wineries. If we're ever back in the area we would 100% stay again!"
Peaceful farm area, on the reservoir, near vineyards

Charming, Large Cozy 1-bedroom house in fabulous Berlin with WiFi, near Hartford

2.0 star property
10.0 out of 10, Exceptional, (1)
"I'd like to say that upon arriving the house was beautiful. There's a gorgeous backyard pond with a water spout in the middle. A nice accessible driveway and a cute little cobblestone walkway leading up to the entrance of the guest house. It was beautiful when we arrived inside. House was clean and inviting and there was also cold water and refreshments. Will 100% be booking again... I would give it a hundred stars if I could. Best experience ever."
Charming, Large Cozy 1-bedroom house in fabulous Berlin with WiFi, near Hartford

Modern Luxury, The Perfect Getaway Awaits

10.0 out of 10, Exceptional, (2)
"Super clear, spacious, house looks just like the photos. Very easy communication with the host. Thank you!"
The price is £412
includes taxes & fees
11 Aug - 12 Aug
Modern Luxury, The Perfect Getaway Awaits

Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi

Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi

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

9.6 out of 10, Exceptional, (7)
"Overall a positive experience. Property was clean and worked out really well for us as location was close to family we were visiting. We are from Florida, and it was cold in CT and the heat worked great so that was really good. Andrew was responsive to requests. Only criticism was in some of the set up. There are no dressers, so you need to stack your clothes on shelves in closet, which was not terrible. Also, the only mirror in the entire place was in the bathroom downstairs (bedrooms...
The price is £134
includes taxes & fees
7 Aug - 8 Aug
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

9.8 out of 10, Exceptional, (119)
"Very responsive owner in beautiful place! We enjoyed our time here."
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.4 out of 10, Exceptional, (23)
"Right off the highway, very clean and kitchen was very well equipped. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

New!Quaint & Convenient Hideaway: Great Location

9.8 out of 10, Exceptional, (12)
"We had a wonderful stay. The property was clean and nicely decorated. The owner was very helpful and prompt with communication, even allowed us to check in a little early so we could settle in before seeing the new grandchild. "
New!Quaint & Convenient Hideaway: Great Location

Private Apt in Middletown-Wesleyan

6.0 out of 10, (2)
"The apartment was exactly what we needed to rest between events at Wesleyan. Good communication, fixed an air conditioner and added one prior to our arrival (and it was very very hot. So it was appreciated."
The price is £322
includes taxes & fees
11 Aug - 12 Aug
Private Apt in Middletown-Wesleyan
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 Main Street Historic District Hotel Reviews

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?

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi: This holiday home rental outside of Main Street Historic District is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.