Cottage vacation rentals in Middlesex County
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Top-rated cottage rentals in Middlesex County
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlesex County cottage rentals
Cottage rentals with a hot tub
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
Apr 21 – 28
Cottage in Port Jefferson
4.8 out of 5 average rating, 265 reviewsThe Hilltop Harborview
Feb 16 – 23
Cottage in Burlington
5.0 out of 5 average rating, 43 reviewsCozy Cottage w/Lakefront Views, Swim Spa & Firepit
May 27 – Jun 3
Cottage in Old Lyme
4.79 out of 5 average rating, 169 reviewsPrivate Beach Cottage
Aug 11 – 18
Cottage in Eastford
4.89 out of 5 average rating, 75 reviewsSerenity Ashford Lake
Jul 13 – 20
Cottage in Southampton
4.85 out of 5 average rating, 13 reviewsSPA DEPARTURES NEAR THE SEA
Mar 9 – 16
Cottage in Coventry
4.82 out of 5 average rating, 17 reviewsLakefront Connecticut Retreat Near UConn
Sep 18 – 25
Cottage in East Hampton
4.89 out of 5 average rating, 19 reviewsEast Hampton Springs - Private Beach Getaway
Nov 30 – Dec 7
Pet-friendly cottage rentals
Cottage in Hebron
4.9 out of 5 average rating, 88 reviewsWelcome to The Holly at Amston Lake
Apr 19 – 26
Cottage in Old Saybrook
4.95 out of 5 average rating, 44 reviews1920’s charming dollhouse near South Cove
Jan 4 – 11
Cottage in East Haddam
4.93 out of 5 average rating, 86 reviewsCottage on the hill
Jun 20 – 27
Cottage in Essex
4.93 out of 5 average rating, 30 reviewsEssex House
Feb 27 – Mar 6
Cottage in Guilford
5.0 out of 5 average rating, 15 reviewsWaterfront Cottage With Unforgettable Views
Apr 28 – May 5
Cottage in East Hampton
4.84 out of 5 average rating, 25 reviewsCharming 3 bedroom cottage on Lake Pocotopaug
Feb 10 – 17
Cottage in Guilford
4.96 out of 5 average rating, 70 reviewsDirect Shoreline Long Island Sound Waterfront
Dec 30 – Jan 6
Cottage in Clinton
4.96 out of 5 average rating, 24 reviewsSeaside Twinhome Retreat: 2 Private Sides+Sunroom!
Jan 8 – 15
Private cottage rentals
Cottage in Westbrook
4.99 out of 5 average rating, 79 reviewsThe Old Salt Cottage · Cozy Gateway Near Beach
Mar 31 – Apr 7
Cottage in Guilford
5.0 out of 5 average rating, 82 reviewsWaterfront Joshua Cove Cottage with private beach.
Oct 3 – 10
Cottage in East Haddam
4.91 out of 5 average rating, 98 reviewsDirect Waterfront Cottage on Moodus Reservoir.
Nov 8 – 15
Cottage in Old Saybrook
4.97 out of 5 average rating, 75 reviewsBeautiful Cottage View
Jan 6 – 13
Cottage in Middlefield
5.0 out of 5 average rating, 82 reviewsAnchors' Away-
Mar 27 – Apr 3
Cottage in East Haddam
5.0 out of 5 average rating, 6 reviewsCozy Lakefront Cottage close to both Casinos!
Apr 19 – 26
Cottage in Westbrook
4.98 out of 5 average rating, 55 reviewsBeautiful Updated Cottage walk to the Beach
Dec 13 – 20
Cottage in Westbrook
4.91 out of 5 average rating, 68 reviewsA Beach House Gem
Mar 3 – 10
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