Upon arriving at Guilford, Connecticut, the words “quaint” and “charming” are bound to come to mind. This small town is located right along the Long Island Sound shoreline, and offers a wide variety of delights bound to attract both young and old. Little ones will definitely enjoy Guilford’s water recreations and hiking trails, whilst the older folks will surely appreciate the town’s deep history and culture, as well as the beautiful seaside dining experiences it offers! Let Guilford charm the wits out of you — don’t forget to check out the best Airbnbs in Guilford, Connecticut today!
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 06, 2024.
1. Beautiful modern guest house (from USD 207)
If you’re looking for beautifully designed rentals in Guilford, CT, then this guesthouse situated on a 3 acre (1.3 hectares) property is the best option for you. Surrounded by stunning stone walls and a vernal pond, this place is bound to make guests gasp upon entering. Not only is the house architecturally stunning, it also provides room enough for 4 guests, a spacious shower, and a well equipped kitchenette. Just a short walk away from the house are the Westwood hiking trails, shell beach, as well as a wide array of restaurants and shops. What more can we ask?
Top guest reviews
Amenities & Room:
the wifi worked very wellthe property is gorgeous and the view from the living room is so relaxingheated bathroom floor was a nice touchwe loved the heated floor (and towel rack ) in the bathroom - such a great touchCleanliness:
clean and stylish in a beautiful settingvery clean comfortable and easy communication with the hoststhis place is very clean and modern as well as comfortablethis place is beautifully kept impeccably clean and serenely quietthe house looks modern very clean very cozyHost:
they were great hoststhey were incredibly responsive and welcoming: really great hostsgreat place and amazing hostsour host gave us some good recommendations ethe host goes out of their way to make you feel comfortableRead more reviewsLocation:
perfect location on connecticut coastthe place is very near guilford with good restaurants and cute shopsit’s close to many great restaurants and hiking trailswhat a lovely lovely bnb the location is simply idealgreat place to relax and get away from the city
Superhost
2. Victorian apartment on the village green (from USD 125)
This antique home is a true stunner — owned by a single family since 1984, this house not only carries rich history, but is also architecturally beautiful. Guests will find themselves lovely rooms with twin beds and a detached bathroom, as well as access to the host family’s cable TV, kitchen and upstairs laundry area. Only a stone’s throw away from the historic town of Guilford, guests will also be able to tour the town with ease. Don’t miss out on this great stay!
Top guest reviews
Amenities & Room:
the space is very private with a lovely bathroom next to the bedroom that has an amazing showerdownstairs kitchen has all the things you need and sun-room with dining table was nicely decoratedwe liked the bathroom most with vintage like bathtub and plenty of toiletriesthe bed is very comfortable with high quality linensthe room was comfortable and cozyCleanliness:
beautiful old and clean homehouse was neat and cleancomfortable rooms and super cleanwe stayed in the room with two beds and everything was clean and comfortablethe room was comfortable and cleanHost:
mary and jeff are wonderful hosthosts are the perfect hostsmary is a great hostthe hosts are marvelousmary and jeff were excellent hostsRead more reviewsLocation:
great location on greengreat location - located right in the cute little townbeautiful home in historic location within short walking or driving distance to great restaurants and shopsthe house is beautiful and the location is greatsteps from the town green there are many great shops and restaurants within easy walking distance
3. Authentic summer cottage with charm (from USD 175)
Located in the Indian Cove Beach Association, just a two-block walk from the beach, this summer cottage is perfect for those who desire a taste of all that Guilford has to offer, especially where water recreations are concerned. Guests not only have easy access to Guilford’s beaches, but can also borrow for free kayaks to use on the sea, bikes to tour the city, and a fire pit for night-time barbeques! The cottage is not only well-equipped with amenities, but also features a porch that gets just the right amount of late afternoon sun, perfect for lounging after a long day. What are you waiting for? Book this place today!
Top guest reviews
Amenities & Room:
the kitchen is fully stocked and the back deck furniture is in great shapecomfortable sleeping strong hot showerthe air conditioning works great and we felt at home herethis cottage is so cute and so comfortable i didn't want to leavebottled water snacks toiletries fresh flowers in every roomCleanliness:
clean charming and comfortablecottage was very cleanit’s adorable very clean and very comfortablethe cottage was clean and well organizedthe place is exactly as described spotless and very comfortableHost:
gail was a great hostgail was a great hostgail is an amazing hostgail was a great host and was willing to accommodate any requests if neededgail was super responsive when we had questionsRead more reviewsLocation:
what a peaceful restful location/visitthe location is lovelyvery stylish and cute space with a great location near the beach and local attractionsgreat location - accessible on foot to 2 small beaches and near a cute towngail’s place is so perfectly situated
4. Cosy studio in Madison (from USD 100)
This cosy, peaceful studio is bound to gives its guests a memorable stay in Guilford. Not only is the home only 5 minutes from both Madison Center and the Guilford Green, with easy access to Shoreline East and I-95, it is also just 10-15 minutes from the Tanger and Clinton outlet malls. The interior of the home does not disappoint either — this spacious studio has enough space for four, and provides a kitchen, cable TV and even a patio for those who want to have breakfast outdoors. A true Airbnb find!
Top guest reviews
Amenities & Room:
the room was stunningwe are telling all our friends to stay in your cozy cottage in madison ctgreat bathroom and outdoor spacewe really enjoyed staying in your delightfully cozy cottage in madison cteverything was as described for a smooth and comfortable stayCleanliness:
very clean and welcominggreat place clean and thoughtfula lovely setting clean and comfortablethe studio is clean comfortable & private - just as advertisedcozy comfortable clean and convenientHost:
kevin and mia were wonderful attentive hostsour hosts were kind and thoughtfulmia and kevin were wonderful hostskevin and mia are super responsive hostskevin and mia were the perfect host and hostessRead more reviewsLocation:
the location was greatvery cute place in madisongreat location to madison town beachesclose to the beaches and the most perfect little downtown of madisonvery sweet suite in a perfect location for me
5. Entire home in Madison (from USD 126)
Guests are in for a treat with this luxurious seaside home in Madison! Only a short walk to Madison beach and the bustling town itself, guests get to enjoy not only water recreations, but also the local farmer’s market, small movie theater, and various quirky boutique shops and restaurants! The interior of the home is not only beautiful, but also spacious and homely, with basic amenities like a kitchenette and well-furnished bathroom. Overall a great place to stay in Guilford!
Top guest reviews
Amenities & Room:
very clean with updated furnishings and a nice quiet patio area to sit outside and enjoy breakfast and coffeeoutdoor patio tv room open kitchen) and took a nice walk down to the waterCleanliness:
very clean and nice looking placethis house has all the beachy charm but is updated and impeccably cleanplace very clean and comfortablevery clean and comfortable home in a nice quiet neighborhoodthe house is very clean and modern and spaciousHost:
hosts were very responsive and helpfuljoanne was the perfect hostjoanne and pat were great hoststhe hosts were great and very responsiveshe was very responsive and accommodated all of our needs before and during our stayRead more reviewsLocation:
great location very short walk to a beautiful beachlocation was neat and area was quietbeautiful home great location very relaxingloved the privacy the location & joanne’s attenditiveness to our needslovely house quiet neighborhood short walk to the beach
6. Cottage by the brook (from USD 196)
Located minutes from the charming Guilford green and the Shoreline East train station, this stunning home is a winner for those who want easy access to Guilford’s sights and shops, but also peace and quiet from the hustle and bustle of the city. The babbling brook just beside the cottage surrounds the home with a sense of peace and calm — just imagine sitting a glass of wine to the sound of the stream flowing below. This large, spacious home also offers free breakfast, a kitchen, a bathroom, and a patio overlooking the lovely greenery and brook below. It will be hard to leave this home since it is one of the most charming places to stay in Guilford.
Top guest reviews
Amenities & Room:
her home is clean modern and has lots of amenities available (wifi cable washer/dryer toiletries lots more)the brook provides a beautiful setting and the fireplace made the evening cozy and warmconnie had thought of everything to make the cottage welcoming and comfortableconnie's home is a gem a retreat a warm bright and cozy cottage overlooking a brookCleanliness:
everything was very clean and easy to navigate) is newer and cleanvery clean and easy to communicate with conniesuper hostess very attentive cottage is very clean and charming thank youconnie's cottage is terrific charming clean well appointedHost:
connie was such a great hostconnie is by far the best host i've ever hadconnie is a gracious and responsive hostconnie was responsive to our requests and provided everything you would needconnie the host is the best -enjoyRead more reviewsLocation:
great location very relaxing and sereneconnie's place was an ideal location because guilford was central to the different homes we were visitingwe even booked an extra night the location is quiet peaceful and relaxingi felt like i was visiting at a close friend's houseconnie’s place is a perfect get away
7. Chef’s Suite at Griswold Cottage (from USD 110)
Located close to the Village center, this house is only a stone throw’s away from some of Guilford’s best shops, restaurants, bookstores, and even its well-known chocolatier! Not only is this cottage perfectly convenient, its beautiful interior and warm host is bound to charm anyone who lives in it. Chef Kate also offers guests a free breakfast, and a spacious kitchen for them to cook their own meals — this home indeed provides all and more for a lovely stay in Guilford!
Top guest reviews
Amenities & Room:
comfortable room air conditioningan air conditioner was provided for the bedroom which was fantasticwe loved our little breakfast on her open air porch the next morningexpect peaceful small talk and a perfect breakfast with a touch of nostalgiabeds were comfortable and extra blankets made it quite cozyCleanliness:
space was super cleansimple clean and a walk from the ocean and the townit was also very clean and the bed was comfyclean as a whistle and bright and airythe rooms were extremely clean which we much appreciatedHost:
friendly and accommodating hostkate was a great hostshe was hospitable and friendlykate was a wonderful hostkate was a gracious host very accommodatingRead more reviewsLocation:
the location was perfecta very nice walk to a cute townfree parking on site and fantastic location near the village and close to all tourist attractionsgreat location just down the road from downtown guilfordgreat location within walking distance to guilford green restaurants even the town beach and marina
8. Family-friendly cottage (from USD 189)
Prepare to make some precious memories in this two-bedroom, family-friendly cottage. With a maximum capacity of four people, this cottage offers a wide variety of amenities that’s sure to not only help you relax but also help you forge some fun memories with your family. The living room comes with comfy seating and a flat-screen TV which encourages the whole family to just gather around and play some board games or watch some TV together.
There is also a basket of vintage games you can pick from if you need something to play with the family. The kitchen is equipped with a dishwasher, sink, toaster oven, stove, and cabinets stocked with all you need to cook a hearty meal. And if all this is not enough, the hosts can also provide a bike for you to use throughout your stay.
As for places you can visit, this home is only 15 minutes from The Thimble Island boat tour of Stony Creek, 30 minutes to the town of Essex, and is relatively close to notable attractions like Guilford Town Green and Bishop’s Orchards Farm Market & Winery.
Top guest reviews
Amenities & Room:
we especially appreciated all of the extra touches -- like coffee and breakfast and beach chairs/umbrellas etcextremely adorable house with a wide selection of comfortable chairs couches and a fantastic daybed to laze around inthe breakfast snacks was greatly appreciated we highly recommend this cottage on a stay in guilfordsuch a charming and relaxing retreat we thoroughly enjoyed our stay at jeanne’s cozy cottage in guilfordthe second room is more like an walled in porchCleanliness:
it was super cleanthe house is small but very clean and have everythingthe cottage was clean cozy and comfortablehouse was clean when we checked inwe arrived to a stocked refrigerator and a very clean homeHost:
host was very friendly and resposivethanks for being such a gracious hostshe was super quick to respond when we had questions and helpful hints for things to do nearbyour host was super easy to communicate with and we had no issuesand jeanne is such a great hostRead more reviewsLocation:
good location to townlocation was greatthe location was great you can walk downtownthe location was amazingjoanne’s place is cute and has a great location
9. Guilford guesthouse (from USD 130)
This chic, modern guesthouse at the heart of Guilford will surely win your heart. Not only is the interior beautifully decorated, it is also only a short distance away from Guilford Green, Town Dock, Jacobs Beach along with a dozen restaurants, pubs, coffee shops, gift and clothing shops. Guests will definitely be spoilt for choice during their stay there! Moreover, the home itself is well-furnished, with a beautiful kitchen and granite countertop, a 50-inch flatscreen TV, and a spacious lounge area. Guests will definitely want to stay beyond their allocated time in this lovely place!
Top guest reviews
Amenities & Room:
it had all the amenities i could want and the bed was super comfortablethe bed was super comfortablethe room was lovely clean and thoughtfully appointed with coffee and breakfast goodiescharming room and the town is great toothe shower was great very relaxingCleanliness:
everything is clean modern and thoughtfulthe place was new and clean and nicely decoratedsuzanne's place is very clean and comfortablethe unit was spotless modern and comfortablethe place is small and clean studio with a comfortable double murphy bedHost:
they were lovely hosts and extremely accommodatingsuzanne is a great hostsuzanne is an amazing hostgreat apartment and great hostsuzanne was an amazing hostRead more reviewsLocation:
perfect location in guilfordjust a perfect locationthe location of the place is perfectit was super close to the train station and walking distance to the downtown area and beachyou can walk to down town and the train is close by to take you on a adventure
10. Shoreline guesthouse
This pet-friendly, spacious guesthouse is perfect for a family or group of friends. Not only is it mere minutes from Guilford’s beaches, train station and outlet stores, the home itself is cosy and warm, sure to make anyone feel right at home. Seasonally, the guesthouse has gardens full of flowers and vegetables that guests can pick and enjoy. There is even a hot tub for relaxing after a long day of travelling! What are you waiting for? Book this great Airbnb today!
12.15 km (7.6 mi) from food truck cinco de mayoAccommodates: 4
Top guest reviews
Amenities & Room:
we did have a fan in each roomthe cottage is deceivingly large and comfortablespace is larger than the photos show and very comfortable and quietwe loved relaxing on her patio and even took a dip in her dipping poolthe window air conditioner kept the space comfortable during high humidity 90 degree weatherCleanliness:
very clean with comfortable bedsher space is clean and organizedthe house was clean and comfortablethe guest house was very clean and comfortableher place is clean and comfortable decorated wellHost:
emily was a great hostemily was a gracious hostemily and rob were kind thoughtful hostsemily is a super hostemily is a lovely host who really was helpful with suggestionsRead more reviewsLocation:
super close and easy tripexcellent value for the locationgreat central location quiet and comfortablegreat location near tons of beaches shopping and restaurantsthe location was perfect it was close to town but still had that secluded feeling
A lovely seaside town…
The town of Guilford, Connecticut is definitely a charmer in every area. Not only does it offer beautiful beach views and exciting water activities, it also has a rich history and strong art scene that truly gives the town its unique flavour. Experience all that Guilford has – book one of these Airbnb rentals today!
History
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