Holiday rentals in Haddam

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Top-rated holiday rentals in Haddam

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

Guest favourite

Home in Lyme

4.97 out of 5 average rating, 185 reviews

“The Answer” Tidal River-Kayaks Fire pit Fireplace

“The Answer” is listed amongst the 15 best Airbnbs in Ct, from Travellers Worldwide 2022 and 2023 and featured in “Only In Your State” titled “This Riverfront House Will Be Your New Favorite” February 2024 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

28 Sep – 5 Oct

€ 379 per night
Guest favourite

Flat in Chester

4.95 out of 5 average rating, 309 reviews

Chester Village 'Pied-à-terre' above art gallery

If finding a place in an ideal location w/ thoughtful design matters to you, then you've found it! Sunshine filled living room w/ high ceilings, a private bedroom in back w/ large private deck overlooking Pattaconk Brook. Our place is a gem, and set up for the comfort of our guests. Located in the heart of Chester Village, above our art gallery & boutique, and neighbor to some of the BEST restaurants, art and shopping in CT! NEW! Winter weekdays - ONE night stays are now available - message us!

20–27 Dec

€ 221 per night
Guest favourite

Flat in Middletown

4.94 out of 5 average rating, 695 reviews

Quaint 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

€ 131 per night

Popular amenities for Haddam holiday rentals

Stay near Haddam's top sights

Goodspeed Opera House57 locals recommend
Machimoodus State Park6 locals recommend
Gelston House18 locals recommend
Blue Oar10 locals recommend
Coyote Blue Tex Mex Cafe3 locals recommend
La Vita6 locals recommend

Other great holiday rentals in Haddam

Guest favourite

Guest house in Glastonbury

4.91 out of 5 average rating, 171 reviews

Charming Barn Apartment

16–23 Dec

€ 160 per night
Guest favourite

Home in Haddam

5.0 out of 5 average rating, 69 reviews

Cozy Comforts!

28 Jun – 5 Jul

€ 180 per night
Guest favourite

Apartment in Middletown

4.97 out of 5 average rating, 99 reviews

Entire place to yourself Cromwell/Middletown Line

24–31 Oct

€ 135 per night
Guest favourite

Guest house in Portland

5.0 out of 5 average rating, 58 reviews

Guesthouse Farm Stay

2–9 Sep

€ 162 per night
Guest favourite

Home in Haddam

5.0 out of 5 average rating, 8 reviews

The Farmhouse Stay

6–13 Feb

€ 623 per night
Guest favourite

Guest suite in Durham

4.83 out of 5 average rating, 18 reviews

Spacious Studio in quiet neighborhood.

24–31 Jul

€ 126 per night
Guest favourite

Home in Haddam

5.0 out of 5 average rating, 71 reviews

Summer at The Haddam House

19–26 Jun

€ 331 per night
Guest favourite

Cottage in East Haddam

5.0 out of 5 average rating, 39 reviews

Cheerful updated cottage in Lake Hayward Community

9–16 Feb

€ 151 per night
Guest favourite

Farm stay in Glastonbury

4.98 out of 5 average rating, 51 reviews

Rustic Farmhouse by the River (Duplex)

12–19 Oct

€ 130 per night
Guest favourite

Home in East Haddam

4.95 out of 5 average rating, 87 reviews

Romantic Getaway at The Lake!

25 Aug – 1 Sep

€ 244 per night
Guest favourite

Flat in Clinton

4.98 out of 5 average rating, 48 reviews

Cozy Shoreline Getaway

25 May – 1 Jun

€ 138 per night
Guest favourite

Home in East Haddam

4.84 out of 5 average rating, 19 reviews

Historic House by the River

20–27 Nov

€ 260 per night

Destinations to explore

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