
Cottage vacation rentals in Southend-on-Sea
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Top-rated cottage rentals in Southend-on-Sea
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Popular amenities for Southend-on-Sea cottage rentals
Cottage rentals with a hot tub

Charming cottage with hot tub & private garden
Gorgeous cosy cottage - just what we wanted. We stayed here with our 3 year old and 8 month old. The place is just as gorgeous as the photos and immaculately clean and comfortable. Kirran is a fantastic host with lovely little extras. 15 min drive from Diggerland and up the road from a lovely little Zoo. The hot tub was fab - would definitely recommend.

Old Cottage - English Countryside Retreat
lovely house, feels very secluded! good size kitchen and living room. the house is very old and lots of cobwebs/ spiders around, not the cleanest. would definitely stay again though

Thatched Cottage in the countryside
Great location and Paul was a very helpful and communicative host, even helping one of our guests recover some belongings they had left behind. Thank you very much, Emily

Amberlea: Serene Japanese Tea House Retreat
We came down here for my son's 22nd birthday. He has always wanted to visit Japan so when I saw this house, I really wanted to try it out and surprise him as it looks like a beautiful traditional Japanese country house. It was exactly that ! it was so beautiful and made with so much attention to details , so peaceful , with a beautiful Zen garden and wind chimes. You can see the care that Nam and his wife have put in creating this space. It was like an experience. We only stayed one night but we will definitely come back !

Coastal 2-Bedroom Cottage w/ Hot Tub & Log Burner
Great stay in a lovely location. Everything we needed on our doorstep, the sea, a few restaurants and pubs. View from the house was amazing and a delight to open the curtains each morning. The cottage had a quant and homely welcoming feel. Rowland (and his dad!) were always on hand if we needed the smallest thing (not that we did really). Overall a lovely place to stay with our 3 year old for a few days away, close to the coast.

Country Escape at The Granary
I stayed here with a few friends for a valentines get away. It was peaceful and exactly how described! I will definitely be coming back! Thank you

Forest Cottage, Medieval home up to 700 years old
My friends and I had an outstanding time at the cottage. Everything was as expected and more. Jason was an amazing host and made sure we were well prepared. The location was great and the surroundings were stunning; we saw deers within 10 minutes of arriving. We highly recommend visiting Hatfield Forest, especially a walk around the lake, and a local pub lunch.

Cottage in the Wood, Detling
The cottage is beautiful, photos don't do it justice. Has everything you need. Log burner and hot tub made for a really relaxing stay. The views are wonderful. Local pub King's Arms serves excellent food nearby. Would highly recommend to anyone looking to stay in the area.
Pet-friendly cottage rentals

Striking Fisherman's Cottage by Whitstable Harbour
Stayed for a girls weekend and the cottage is in a great location within a very short walk of the harbour, beach and high street with many lovely independent shops, cafes and restaurants. The cottage is cosy and characterful and the garden and parking are a great advantage especially as on street parking is hard to find. (However there is long stay public parking a few minute walk away) It wasn’t an issue for us, however if someone is elderly, has restricted mobility or perhaps very young children they should be aware that the stairs are particularly steep without handrails to the first and second floor where the bedrooms are located. Furthermore the bathroom is located on the ground floor so if requiring it in the night one has to navigate the stairs. All in all, lovely place and great location so we had a great stay and would recommend.

Lovely fisherman's cottage near beach and harbour
Perfect for a weekend stay. Well equipped and comfortable house for 2 adults and a baby, perfect location, minutes to the high street and the beach. Only issue was parking, nearest spot we could find over two days was about a 10 min walk - but it was a very sunny summer weekend. Otherwise, everything was great, thanks!

Tranquil luxury fisherman’s cottage close to beach
This place is great. Fiona was friendly, helpful and informative from the start. She gave us advice and guidance about her place unlike some people who are over the top with their rules. Her place is very clean and comfortable. It is also very stylish with high quality fittings. I don’t think I’ve stayed in a place that is more equipped; the kitchen has so much. Fiona has really thought about the place and what is needed as a guest. Parking in the local area was straightforward and the neighbourhood is quiet and safe. We walked to the Old Neptune, Tapas and the newish pizza place also on Harbour Street. Very good coffee from Grain and Hearth and Blueprint. This was a perfect place for us as 4 adults- us two in our 50s and our daughter and her partner (18/19 year olds). Excellent.

Luxurious newly built cottage in central Wivenhoe
Really loved our stay in Wivenhoe, this was a return visit as we’d had such a lovely experience with this AirBnB before. Beautiful accommodation, so close to everything. Had lovely walks with the dog, visited fab places to eat. Highly recommend!

Historic Old Stables in central Bishops Stortford
Great host with a clean, bright property, good location! The fresh flowers and welcome pack on arrival were lovely and much appreciated !

Pebble Cottage - near Whitstable beach
Firstly. We love whitstable. We love it so much we might even more there. Secondly. Janet’s place is great! She’s a brilliant host. Super responsive, let us check in a little early and leave a little late. I imagine this is booking dependent. Had a little thing of milk in the fridge. To recommend. Wheelers for Oysters Nomad for Pizza Samphire for Dinner The Fountain for a pub The Sea Farmers Dive Taproom for beer and a sunset Ossies for fish and chips

3 bed cottage, on private tranquil lane.
The cottage is so lovely,home for home , spotless clean ,lovely and quiet, so many added extra touches by Helen to make our stay so fabulous and welcome pack much appreciated, easy check-in, easy parking -great communication from Helen, comfortable and highly recomended , close to Chelmsford but also situated down a private road which was quiet -lovely relaxing conservatory in the sunshine -10 out of 10 and brilliant host -thankyou Helen for a great stay

The Merchant’s House
We loved our stay at the Merchant House! It's a charming old house with loads of character. It's updated enough to make it comfortable and was very clean and well cared for. The location is amazing, a block away from the sea and surrounded by shopping and restaurants. Emily was very accommodating, letting us check in early and out late. There was a little welcome basket of snacks and prosecco waiting for us and she even left milk in the fridge for tea (which was also provided). The property was exactly what we were looking for for our long weekend trip. We would definitely choose to stay here again and would happily recommend it to others.
Private cottage rentals

Willowbank Cottage, 3 bedrooms, amazing location
Wonderful cottage in the countryside, extremely peaceful and great for walks, everything was 100% as offered, clean and neat, we enjoyed it very much!

Stunning 2 bedroom fisherman’s cottage, Old Leigh.
Great little spot if you are in the Leigh On Sea area

3 bedroom seafront house in Southend
Lovely little hose a stones throw from the beach

A rural retreat, near Rochester
Lovely little house. Duncan made it very welcoming and even left some things out for the dog. We had a lovely 3 night stay and were very comfortable. Thank you

Oyster Catchers Cottage. Burnham on Crouch, Essex
We had an excellent stay at Henry's place. A beautiful historic cottage with eclectic and interesting touches. Henry clearly has an eye for design and this quirky and charming property has it all. The garden is wonderful and a overall a great place to get away from it. Location is excellent, less than 5 mins puts you to shops restaurants and historic riverfront but without losing its peacefulness. Henry's local knowledge, responsiveness and amenable nature helped make our stay even better.

Bright modernised cottage with Estuary views
A wonderful cottage in a perfect location, quiet, parking space, very close walking distance to the quayside and pubs and restaurants. Cindy was a brilliant host, very responsive with easy instructions. Highly recommended.

Woodbine Cottage
We had a fantastic stay at Helen’s place. Helen and family was amazing, great communication and answered all our questions. Thank you for our pleasant stay!

Beautiful Cozy but Spacious City Cottage & Parking
Lovely little house, beautifully decorated and very well equipped with everything you need for a short stay. Extremely central location with parking for one car. Excellent communication from host Dean who is very knowledgeable and happy to help with any questions you may have. Would definitely recommend. Hope to return in the near future as there is so much more to see in Canterbury than we managed in just a weekend!
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- British Museum
- Green Park
- Big Ben
- Covent Garden
- Buckingham Palace
- Trafalgar Square
- Harrods
- Barbican Centre
- Tower Bridge
- London Bridge
- St. Paul's Cathedral
- Brockwell Park
- Camden Market
- The O2
- Emirates Stadium
- Wembley Stadium
- The Shard
- Hampstead Heath
- ExCeL London
- London Stadium
- River Lee Navigation
- Alexandra Palace
- Queen Elizabeth Olympic Park, London
- Dreamland Margate