
Family-friendly holiday rentals in Rye
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Top-rated family-friendly rentals in Rye
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St John | Rye, East Sussex
Sensational Conversion Featured in Grand Designs This old St.John Ambulance Station has been recently converted into a stunning, beautiful four-bedroom home, earning it features in Grand Designs Magazine, Deezen and winner of Architects Journal's Retrofit Award plus shortlist for the World Architecture Awards. The ideal place for hosting a holiday with both friends and family (and dogs!). Located within the old town walls of Rye and just a few minutes walk from the train station. Rye High Street is just a minute's walk up cobbled Conduit Hill. The space The home offers exceptional space with a large open plan living, dining and kitchen area. A double sided wood burner in the centre of the living area is fully functional and guests are welcome to enjoy this feature. Also on the ground floor is a shower room and one double bedroom - suitable for wheelchair use. As you continue upstairs you arrive at the second double bedroom and the main bathroom. Just past these is a twin room with single beds that can both be pulled out in to doubles. The master bedroom located at the far end of the property features an en-suite shower, super king sized bed and a picturesque view over part of Rye. The front doors can be both opened to allow for wheelchair access. Pets are allowed but confirm with ask us before you book. We recommend booking for up to 8 adults or 6 adults and 4 children. There is a fire pit and outdoor seating in the outside area.

The Playhouse | Sleeps 2 | Rye | East Sussex
This unique property sits behind one of Rye's most iconic High Street shops. Tucked behind the main drag this architecturally important building has been completely restored and renovated. Offering a truly spectacular bolt hole from the demands of modern life but with all the mod cons. The Playhouse (one bedroom) is home to the quirky finds of its delightful owners, with an eye for colour, modern comforts, mixed in with playful vintage signs it creates a fabulous spot from which to explore.

Excellent central location, A stylish cosy retreat
The Crow’s Nest is a quirky, stylish & cosy retreat right in the centre off Rye, in the heart of the ancient citadel. Family-friendly or a romantic retreat for two, it's on the 1st & 2nd floors of a Grade II Listed building dating back to the 1500s, managed by Hannah. It’s ideal for a staycation. On the first floor there's a living room, kitchen & bathroom. On the 2nd floor there's a double bedroom & a twin bedroom with two full-size single ‘cabin’ beds, connected by a dressing room.

Central Rye, Stunning Cottage - Sleeps 6 w/parking
Stunning 16th Century cottage which has been beautifully restored to an exceptionally high standard in the centre of Rye. Shops, restaurants and local pubs are 100 yards away and Camber Sands beach is 3 miles away. Perfect getaway for sight seeing in Rye, attending a wedding or a lazy day on the beach! Easy walk from the station and a short walk to the local play park and leisure centre. Private parking spot for the duration of your stay, which is a godsend in Rye!

Wheelwrights Rye
Wheelwrights is a luxury 1 bedroom apartment which is finished to a very high standard and comes complete with a balcony overlooking the Strand Quay, in Rye, East Sussex. The railway station, pubs, shops, restaurants & supermarket are all within a 5 minute walk. Rye Harbour, Winchelsea & Camber Beaches, 10 mins by car. Free WiFi Milk/Tea/Coffee/Bottled Water Breakfast Included on Saturday & Sunday 🍳 Two car parks situated next to us. £5 & £7 for 24 hours.

14th-Century House in Rye's Historic Citadel
Hucksteps is a medieval, 3 bedroom/2 bathroom house centrally located in the Citadel of Rye. Facing St Mary’s Church, the house is surrounded by cobbled streets, period architecture, literary associations, stunning coastline, and vibrant culture. Camber's sandy beaches and dunes are an easy walk/cycle/drive away. A High Street full of independent shops, restaurants, inns, art galleries, Kino cinema, Rye Spa Retreat, tea rooms are round the cobbly corner.

Grade II listed apartment in Mermaid Street, Rye
A grade II listed apartment in the centre of Rye. The property is situated at the bottom of famous cobbled Mermaid Street through a courtyard entrance on The Mint. It is a short walk to local pubs, restaurants and fish and chip shops with beaches within a 10 minute drive. The property features a quirky steep winded staircase and is set on 3 floors! These are also super steep so please be careful with children. A 10 minute walk from Rye station.

Old Surgery - C17th House in Rye
Charming, quaint historic house in central Rye with large sunny garden, with garden furniture and hammock. Ideal for large families, two families, or groups of friends. Available for whole weeks in summer, and for weekends from autumn-spring. NB check-in/checkout times listed are for Saturday same day changeover - If you are renting just for the weekend then the check-in / check out time will normally be much more relaxed - ask me for details

Hamiltons Nest
Romantic holiday apartment centrally located in the medieval town of Rye Stylishly decorated throughout to offer comfortable accommodation Within walking distance of Rye’s independent shops, cafes and restaurants Close to Camber Sands beach, Rye Harbour Nature Reserve, Tenterden and Hastings Visit the historic houses, gardens and vineyards the area has to offer Great for walkers with easy access to local footpaths

The Yard Rye
The Yard is a two-bed interior-designed cottage in the citadel of the beautiful Cinque Port town of Rye. It is situated down a cobbled passageway next to a pretty tea room. PLEASE NOTE – The property can sleep up to two adults in the master bedroom and one child in the single, with a pull-out camp bed if needed for an extra child. We also have a travel cot for an infant. Please be aware we have a steep staircase.

Beautiful boutique studio flat in town centre
Enjoy a stylish experience at this centrally-located place. This newly finished studio flat with fully furnished kitchen and dining area is in the centre of Medieval Rye, making it the perfect base to explore the historic Sussex south coast. This is a new property for us, however we are established hosts with super host status. Please do message if you have any questions. We’d love to hear from you.

The Stables, Rye
A characterful and charming property in the Ancient Town and Cinque Port of Rye. Recently renovated 'The Stables' is believed to have originally formed a part of Rye's original town wall and benefits from a wealth of period charm. Located at the bottom of Mermaid street and opposite the bustling Strand, you will find antique shops scattered amongst restaurants a stones throw away!
Popular amenities for Rye family-friendly rentals
Family-friendly home rentals with a hot tub

The Granary, Organic Vineyard stay with Pool.

Kentish country side, Hot tub, great outside space

Birch Cottage, Rye, Coastline Views & Hot Tub

Log cabin lakeside retreat in private grounds

Coldharbour Cottage with a Hot Tub

Blackthorn is a luxurious, rural retreat for two.

Stunning home, owned by interior photographer.

Relaxing Luxury Retreat
Family- and pet-friendly home rentals

Driftwood is a 2 minute stroll to Pett Level Beach

70s Inspired, 3-Bed Home in Rye with river views

The Plough Loft

Camber Sands House 5 En Suite Bedrooms

The Lookout

Delightful 2 bedroom hideaway close to beach

Quirky Rural Retreat - Bourne Farm Oasthouse, Kent

Flat in St. Leonards on Sea
Family-friendly home rentals with a pool

Evegate Manor Barn

Stay and Swim at our home & private indoor pool.

Sea 'n' Stars with Views, Decking, Wifi & Netflix

Secluded Shepherds Hut with Nightingales in Nature

Pine tree woodland retreat at Greensand

Plantagenet: A Historic Country Cottage with Pool

Spectacular BEACH VIEW chalet on the cliff

Big Skies Platinum+ holiday home WiFi, Netflix
When is the best time to visit Rye?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $287 SGD | $294 SGD | $291 SGD | $303 SGD | $323 SGD | $305 SGD | $330 SGD | $343 SGD | $319 SGD | $319 SGD | $319 SGD | $328 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 15°C | 17°C | 17°C | 15°C | 12°C | 8°C | 6°C |
Quick stats about holiday rentals that are family-friendly in Rye

Total holiday rentals
Explore 100 holiday rentals in Rye

Nightly prices starting at
Rye holiday rentals start at $141 SGD per night before taxes and fees

Verified guest reviews
Over 8,350 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
100 of Rye holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Rye rentals

4.8 Average rating
Rye stays are highly rated by guests – averaging 4.8 out of 5!
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