Guesthouse vacation rentals in Wellington

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Top-rated guesthouse rentals in Wellington

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

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Guest favorite

Guesthouse in Bishopscourt

4.92 out of 5 average rating, 154 reviews

Relax, Unwind, Recharge in a Stunning, Secluded, Quiet Guesthouse in Bishops Court, Cape Town

This cottage oozes charm and character. It has an open plan feel although a beautiful mahogany screen divides the bedroom suite from the living area. Rose Cottage is a stand alone cottage on an acre property. Guests have access to the exquisitely maintained garden and the private and secluded swimming pool and pool house. There is parking available for one vehicle on the property. The main house is occupied by the owners and two dogs and a cat. There is a full time housekeeper and gardener on the premises.Rose Cottage is only serviced from Monday to Friday for between 11am and 12pm and not on the weekends and public holidays. The cottage is situated in the upmarket, leafy suburb of Bishops Court. Clifton, Kalk Bay, Simons Town, Cape Point, Constantia valley wine farms, Kirstenbosch Gardens and Table Mountain are all on our doorstep as are major shopping malls/restaurants. Bishops court is not close to public transport and guest either hire a car or make use of the ubiquitous Uber taxis. The property is fully alarmed with access to armed response.

Guest favorite

Guesthouse in Riebeeck Kasteel

4.85 out of 5 average rating, 129 reviews

Obiekwa Country House

Obiekwa Country House is located in the picturesque, quaint village of Riebeek Kasteel; with its wine estates and gourmet restaurants. It is set in a quiet cul-de-sac and overlooking an adjoining vineyard. Although it is set in peaceful, rural surroundings, It is a fifteen minute walk to the village square. NO LOADSHEDDING A solar energy system is in place. Please note that advertised prices are for 2 persons sharing a bedroom. If 2 guests would like 2 bedrooms, please book for 3 people.

Guest favorite

Guesthouse in Tamboerskloof

4.97 out of 5 average rating, 100 reviews

Mountain Magic Garden Suites

Three bright and sunny apartments in a lush garden with a large swimming pool. Unobstructed, breath-taking views of Table Mountain, Table Bay or the city at night. Perfect for romantic get-aways, families travelling together and anyone who enjoys a touch of home and nature. We are child and baby friendly. Also ideal for ‘work from home’ with excellent high speed internet access.Trail runners, hikers and mountain bikers have access to Lion’s Head and Signal Hill within short walking distance.

Guest favorite

Guesthouse in Muizenberg

4.92 out of 5 average rating, 170 reviews

The Amberley Annex – Garden hideaway near beach

The Amberley Annex is a perfect retreat tucked away at the foot of the mountain. It is walking distance from the hustle and bustle of Surfers Corner, shops , restaurants and Muizenberg Station, yet peaceful and private.This sunny, self-contained studio is entirely separate from the main house, with a kitchenette, work area & free uncapped Fibre (35 up/25 down) making it perfect for digital nomads . Wooden sliding doors open onto a small deck, surrounded by a wonderful, aromatic garden.

Guest favorite

Guesthouse in Somerset West

4.91 out of 5 average rating, 215 reviews

Sunbird Cottage - Somerset West

My place is in the heart of the Cape Winelands, in the picturesque town of Somerset West. Ideally located, only a scenic 20 min drive into the tourist town of Stellenbosch. 40 min to Cape Town CBD. 10 min to the beach. 1 hour to Hermanus (whale viewing and shark diving). Plenty of wine estates for tasting /meals (Lourensford & Vergelegen only 5 minutes away). Many hiking trails & MTB trails within walking/cycling distance. My place is good for couples , adventurers, business travelers.

Guest favorite

Guesthouse in Clovelly

4.92 out of 5 average rating, 199 reviews

The Mountain House - Peaceful and Private

“Peace and tranquility we found on this mountain slope. I enjoyed every evening looking out over the bay. . .” The Zen like tranquility and majestic views from The Mountain House provide the most perfect setting for a memorable stay in Cape Town - the wood fired hot tub, spectacular sunsets, peaceful privacy, proximity to trendy Kalk bay, attractions of Cape Point, Boulder's beach and penguins or the many wonderful tidal pools, Clovelly golf course or the Silvermine wetlands

Guest favorite

Guesthouse in Franschhoek

4.96 out of 5 average rating, 113 reviews

Stylish one bedroom guest house

Leopard cottage is a quiet, newly finished and safe one bedroom self catering cottage located behind our house on a residential street in Franschhoek. You will have privacy on the covered stoop as you relax looking at the garden enjoying a meal and a glass of wine. A separate entrance to our cottage allows you to come and go as you please. A five to eight minute walk will take you to restaurants and shopping. Come and stay at Leopard Cottage, we’d love to meet you!

Guest favorite

Guesthouse in Paarl

4.89 out of 5 average rating, 201 reviews

Pepperpot Cottage in Paarl

Tranquil and serene, Pepperpot Cottage is a hidden gem situated in the historical centre of Paarl. The tiny 22 square meters is stylish and quaint with its own entrance and off street parking for one vehicle. It is completely private and guests are welcome to come and go at leisure. It has all the luxuries to make your stay relaxing and memorable with a lush view from the stoep across the garden, farm style pond and vegetable patch of our work in progress garden.

Guest favorite

Guesthouse in Constantia

4.99 out of 5 average rating, 154 reviews

Explore Constantia Wineries from the Coach House

Add a log to the wood stove and curl up on a comfy couch to stay warm and snug on chilly nights. In the morning explore stunning hiking trails, golf courses, wineries, restaurants and all that vibrant Constantia has to offer. We offer guests considerable relief from the effects of scheduled power blackouts (load shedding). Our solar PV panels charge backup batteries which provide emergency power for lighting, WiFi, TV and electronics during blackouts.

Guest favorite

Guesthouse in Kalk Bay

4.94 out of 5 average rating, 120 reviews

Kalk Bay Mountain Birdsong Studio | Indig Garden

Relax in this spacious, sunny, private space with unrivaled views of False Bay. This studio apartment with separate entrance is situated on a quiet cul-de-sac on the Kalk Bay mountainside, offering tranquility yet centrality, with a 5-minute walk to the village centre and attractions. Enjoy the adjoining indigenous garden with winding paths to quiet benches, and large sundeck with breathtaking views. The perfect place for rest and rejuvenation!

Guest favorite

Guesthouse in Constantia

4.88 out of 5 average rating, 110 reviews

Comfortable cottage set in an Indigenous garden.

Comfortable cottage, which has been revamped recently. It is set in a beautiful indigenous garden. The cottage has all you need, well equipped kitchen, bathroom, sitting area and a patio that opens up onto the garden and pool which you are welcome to use. This is a perfect space if you are on business or on holiday. We have two friendly Labradors, a Ridgeback and chickens. we are close to shopping centre's, the vineyards and greenbelt.

Guest favorite

Guesthouse in Constantia

4.97 out of 5 average rating, 128 reviews

Adorable 1-bedroom cottage with shared pool

Kick back and relax in this calm and cozy space. It's location is also very convenient: - 2 min walking distance to the Mediclinic Constantiaberg Hospital - 5 min driving to Constantia Village - 4 min to the near Clicks - 3 min to the closest Chekers - 5 min Meadwrige Shopping Center - 4 min to 3Arts Village - 4 min to Constantia Emporium - 11 min to Blue Route Mall - 12 min to Cavendish Mall