Main Street Historic District Vacation Rentals

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Browse Select Main Street Historic District Vacation Homes

Stylish & Luxurious 3 BDR Home with Play Station

9.4 out of 10, Exceptional, (10)
"We needed a place for our family of 6 to stay while visiting family in the area. This place was exactly what we needed, as advertised, and the owner was quick with communications. We would definitely stay here again!"
Stylish & Luxurious 3 BDR Home with Play Station

Lakefront Cottage - Hot Tub, Game Room & Scenic Views

10.0 out of 10, Exceptional, (3)
"Everything was great. "
Lakefront Cottage - Hot Tub, Game Room & Scenic Views

Luxe Lake House in Connecticut

10.0 out of 10, Exceptional, (2)
"Couldn’t have asked for a better weekend! Thank you so much Shawn! "
The price is CA $509
CA $1,285 total
includes taxes & fees
May 6 - May 7
Luxe Lake House in Connecticut

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

9.4 out of 10, Exceptional, (15)
"It was a very comfortable house! We were only there 2 days for the Mizzou game. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Grammy's Lake House w/ Private Waterfront Access

9.4 out of 10, Exceptional, (12)
"Enjoyable stay, nice property and great views. The home is aged, but the location is amazing! We had a nice weekend excursion to enjoy New England in October. "
Grammy's Lake House w/ Private Waterfront Access

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

10.0 out of 10, Exceptional, (7)
"It was a great house to host our family for Thanksgiving dinner! "
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

WeHa Oak Haven

10.0 out of 10, Exceptional, (5)
"Lovely property in a great area of West Hartford. Will definitely stay again!"
WeHa Oak Haven

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (5)
"Our experience with this facility, from online service to exiting the residence, was the most pleasurable experience, for staying in accommodations when traveling!!The owner was a complete gentleman and it was absolutely wonderful experience to meet and talk with him."
The price is CA $173
CA $307 total
includes taxes & fees
Apr 29 - Apr 30
Family Stays: Middletown, CT

Summer at the Haddam House

10.0 out of 10, Exceptional, (52)
"Hands down , Very nice property , highly recommend staying at this location . You won’t be let down . "
Summer at the Haddam House

Cozy dog friendly updated house in quiet village adjacent to park

10.0 out of 10, Exceptional, (26)
"Stayed for two weeks and really enjoyed the experience. Anthony is a fantastic host with great communication. "
Cozy dog friendly updated house in quiet village adjacent to park

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (9)
"Very classy, unique, well taken care of home. I would highly recommend this for anyone."
Charming Farmhouse w/ Pool & Fishing Pond!

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

10.0 out of 10, Exceptional, (12)
"My friends and I have stayed twice now at this house and have had the best time both times! It has everything we could need in the house and we can’t wait to be back again!"
The price is CA $831
CA $1,182 total
includes taxes & fees
Apr 27 - Apr 28
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Cozy 4 Bedroom West Hartford House

2.0 star property
9.4 out of 10, Exceptional, (3)
"Convenient. Clean. Very comfortable beds."
Cozy 4 Bedroom West Hartford House

Cozy 2 Bedroom Family Stay

9.8 out of 10, Exceptional, (8)
"We had a great stay in Manchester! Quick walk to stores, restaurants, and Main St Manchester. The apartment was clean and spacious. Would definitely recommend & stay here again!"
Cozy 2 Bedroom Family Stay

Elegant Middlefield Getaway w/ Game Room!

9.8 out of 10, Exceptional, (12)
"Very comfortable modern house"
Elegant Middlefield Getaway w/ Game Room!

Ranch style living at its best with country garden & patio!

9.6 out of 10, Exceptional, (8)
"Solid location and quiet neighborhood good after a long day."
Ranch style living at its best with country garden & patio!

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (10)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is CA $173
CA $544 total
includes taxes & fees
May 20 - May 21
Blue Back Bungalow

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

9.8 out of 10, Exceptional, (116)
"Property was as described, perfect stay, beautiful home and perfect view. Had everything you could ever want and owner was very accommodating to our dogs."
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino

10.0 out of 10, Exceptional, (34)
"Spacious, full stocked, amenity filled home with enough room for family members to gather and/or spread out.The game room is perfect for all ages with a variety of choices for your competitive play. Grocery/liquor store and Gillette Castle State Park are minutes away.Beautiful area. "
Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino

Two Bedroom Apartment in Berlin, CT

2.0 star property
10.0 out of 10, Exceptional, (3)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
The price is CA $150
CA $363 total
includes taxes & fees
Apr 27 - Apr 28
Two Bedroom Apartment in Berlin, CT
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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Other property types in Main Street Historic District

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (7)
"Loved how tranquil this site is. Was great to disconnect in nature. "
The price is CA $143
CA $221 total
includes taxes & fees
May 5 - May 6
Postcard Cabins Machimoodus

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (10)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is CA $173
CA $544 total
includes taxes & fees
May 20 - May 21
Blue Back Bungalow

COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎

10.0 out of 10, Exceptional, (28)
"Great stay. Cabin was beautiful."
The price is CA $520
CA $994 total
includes taxes & fees
Apr 30 - May 1
COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎
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.