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Vacation rentals in Middletown

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Top-rated vacation rentals in Middletown

Guests agree: these stays are highly rated for location, cleanliness, and more.

Wintergreen Gardens, at the William Becroft House
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bath

Wintergreen Gardens, at the William Becroft HouseOur 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, king bedroom, en-suite bath, kitchenette w/refrige, micro, coffee maker and TV. Sunroom opens onto private patios for sunning, morning coffee or a nook to read a book. Walk downtown for outdoor dining or a drink. 5 min. drive to two vineyards. Guidebook for food/entertainment ideas. **No cooking devices allowed. No pet=no pets. Laundry for extended stay guests.

Quaint 2br apt- walk to Wesleyan and Main Street
SUPERHOST
Entire apartment · 5 guests · 3 beds · 1 bath

Quaint 2br apt- walk to Wesleyan and Main StreetNicely appointed 1st floor 2 BR apt, 1 block from Wesleyan and 3 blocks from food/fun on Main St. 1 full & 2 twin beds, linens, laundry, dishwasher, tv (roku with internet tv), dvd player, radio w/ bluetooth, wifi, parking, front porch seating, 24/7 access, close to Rt 9, I-91, Rt 84, Hartford and 25 minute drive to beaches/shoreline/I-95.

Private Cottage Retreat with Pool
SUPERHOST
Entire cottage · 4 guests · 3 beds · 1 bath

Private Cottage Retreat with PoolA beautifully serene guest cottage at the historic Stephen Smith House. Located in the gorgeous Connecticut River Valley, in the town of Haddam, the cottage is a private relaxing getaway just 2 hours from NYC and Boston. The special home and bucolic property is situated above a lovely brook, surrounded by mountain views, waterfalls, stone walls, gunite pool, magical gardens and 175 acres of private hiking trails.

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Popular amenities for Middletown vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Middletown

SUPERHOST
  1. Entire cottage
  2. Middlefield
Lake Beseck cottage
SUPERHOST
  1. Entire house
  2. Chester
Stunning Artisan Waterfall Escape, Walk Downtown
SUPERHOST
  1. Entire guest suite
  2. Cromwell
Spacious downstairs apartment
SUPERHOST
  1. Entire house
  2. Cromwell
Cozy & Comfy at the Crossroads of CT
SUPERHOST
  1. Farm stay
  2. Glastonbury
Woolly Acres Farm
  1. Entire townhouse
  2. Hartford
Beautiful 3 bedroom Condo in Hartford!
  1. Entire house
  2. Marlborough
Beautiful Remodeled Lake House on Lake Terramuggus
SUPERHOST
  1. Private room
  2. East Hartford
☀️ Sunny Suburban Den Limited Economy Stay
SUPERHOST
  1. Entire loft
  2. Hartford
Loft - Queen Anne Row House in a historic district
SUPERHOST
  1. Entire apartment
  2. Durham
The Durham - Charming farmhouse studio
SUPERHOST
  1. Entire apartment
  2. Middletown
Bright second floor apartment on Wesleyan campus
SUPERHOST
  1. Entire cottage
  2. Middlefield
Anchors' Away- Rates reduced for a monthly stay--

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