Holiday rentals in Portland
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Top-rated holiday rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness and more.
Guest suite in New Britain
4.92 out of 5 average rating, 130 reviewsClean, Quiet and Safe w/Amenities to spare!
This newly renovated in-law apartment (basement) has a private entrance and Ring security protection in the quaint, quiet neighborhood bordering Berlin/New Britain. Come relax, enjoy biking trails, local restaurants and public parks. Renovated with attention to detail, this place has all the comforts of home. Includes two flat screen TVs in bedroom and living room with Fire sticks (cable/movies), two fireplaces and granite vanity & breakfast bar. Working professionals get 10% off long term stays
2–9 Jul
Flat in Middletown
4.94 out of 5 average rating, 695 reviewsQuaint 2br apt- 1 block walk to Wesleyan & Main St
Nicely appointed 1st floor 2 BR apt with mid-century modern inspired decor that is a cozy home away from home. House is 1 block from Wesleyan and 2 blocks from food/fun on Main St, so you don’t need to use your car to visit Wesleyan or get to anything in town since the location is very walkable. Laundry, dishwasher, tv with roku, dvd player and dvd’s, books, bluetooth radio, wifi, front porch and back yard seating, close to Rt 9, I-91, Rt 84, Hartford and short drive to beaches/shoreline/I-95.
6–13 Dec
Guest suite in Wethersfield
4.99 out of 5 average rating, 247 reviewsBright, clean studio in charming Old Wethersfield
Clean, bright studio apartment in the charming village of Old Wethersfield. Stroll to cafes, village green, historic homes and museums. Minutes from I-91 with easy commuting access to downtown Hartford, business and tourist sites, universities, and Hartford Hospital/CCMC. The studio is an in-law suite above our garage. It is attached to our home but has its own keyed entrance. It has a full kitchen, bathroom with shower over tub, closet, queen-sized bed, kitchen table/chairs, and workspace.
24–31 Jul
Holiday rentals for every style
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Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland
Cottage in Middlefield
4.93 out of 5 average rating, 228 reviewsLake Beseck cottage
1–8 Feb
Guest house in Portland
5.0 out of 5 average rating, 58 reviewsGuesthouse Farm Stay
26 Aug – 2 Sept
Farm stay in Glastonbury
5.0 out of 5 average rating, 50 reviewsHistoric Farmhouse by the River (Duplex)
5–12 Nov
Apartment in Middletown
4.97 out of 5 average rating, 99 reviewsEntire place to yourself Cromwell/Middletown Line
24–31 Oct
Home in Haddam
5.0 out of 5 average rating, 69 reviewsCozy Comforts!
28 Jun – 5 Jul
Guest suite in Portland
4.91 out of 5 average rating, 11 reviewsCozy waterview in-law apartment
10–17 Jun
Home in East Hampton
4.98 out of 5 average rating, 49 reviewsLake Fun: PingPong, Pool Table, Slide, EV Charger
15–22 Dec
Home in East Hampton
4.94 out of 5 average rating, 17 reviewsWaterfront Lake House
26 May – 2 Jun
Holiday home in East Hampton
5.0 out of 5 average rating, 21 reviewsFamily Friendly Lakefront Sunsets
17–24 Sept
Flat in New Britain
4.96 out of 5 average rating, 80 reviewsSpacious Cozy Guest Suite
14–21 Oct
Home in East Hampton
5.0 out of 5 average rating, 56 reviews🌅A Sunrise Lake Retreat for Couples or Families🌅
3–10 Dec
Home in Glastonbury
5.0 out of 5 average rating, 34 reviewsGlastonbury home, Large Porch, Peloton & Pets OK
11–18 Feb
Quick stats about holiday rentals in Portland
Total rentals | 20 properties |
---|---|
Popular amenities | Kitchen, Wifi and Pool |
Wifi availability | 10 properties include access to wifi |
Rentals with dedicated workspaces | 10 properties have a dedicated workspace |
Total number of reviews | 1.2K reviews |
Nightly prices starting at | £40 before taxes and fees |
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